(1) The prophecy given in Is.7:14 referred not to a virgin but to a young woman, living at the time of the prophecy and also the correct translation is :
ISIAIH 7:"14 Therefore the Lord Himself giveth to you a sign, Lo, the young woman is conceiving, And is bringing forth a son, And hath called his name Immanuel"
I have already discussed this:
http://www.jesus-christ-forums.com/home/viewtopic.php?t=2779
(2) Matthew claims that Jesus' birth in Bethlehem fulfils the prophecy in Micah 5:2. But this is unlikely for two reasons
a) "Bethlehem Ephratah" in Micah 5:2 refers not to a town, but to a clan: the clan of Bethlehem, who was the son of Caleb's second wife, Ephrathah. Check Chr.2:18, 2:50-52, 4:4
b) The prophecy (if that is what it is) does not refer to the Messiah, but rather to a military leader, as can be seen from Micah 5:6. This leader is supposed to defeat the Assyrians, which, of course, Jesus never did.
It should also be noted that Matthew altered the text of Micah 5:2 by saying: "And thou Bethlehem, in the land of Juda" rather than "Bethlehem Ephratah" as is said in Micah 5:2. He did this, intentionally no doubt, to make the verse appear to refer to the town of Bethlehem rather than the family clan.
Micah 5:2 :"But thou, Bethlehem Ephratah, though thou be little among the thousands of Judah, yet out of thee shall he come forth unto me that is to be ruler in Israel; whose goings forth have been from of old, from everlasting."
Micah 5:6 :"And they shall waste the land of Assyria with the sword...."
(3) "Out of Egypt I have called my son,"
Matthew claims that the flight of Jesus' family to Egypt is a fulfilment of Hosea 11:1. But Hosea 11:1 is not a prophecy at all, as is clear when the entire verse is quoted ("When Israel was a child, then I loved him, and called my son out of Egypt."). It is a reference to the Hebrew exodus from Egypt and has nothing to do with Jesus. Matthew tries to hide this fact by quoting only the last part of the verse.
Hosea 11:1 :" When Israel was a child, then I loved him, and called my son out of Egypt.2:As they called them, so they went from them: they sacrificed unto Baalim, and burned incense to graven images"
(4) Matthew quotes Jeremiah 31:15, claiming that it was a prophecy of King Herod's alleged slaughter of the children in and around Bethlehem after the birth of Jesus. But this verse refers to the Babylonian captivity, as is clear by reading the next two verses (16 and 17), and, thus, has nothing to do with Herod's massacre.
Jeremiah 31:15 "Thus saith the LORD; A voice was heard in Ramah, lamentation, and bitter weeping; Rahel weeping for her children refused to be comforted for her children, because they were not.
16:Thus saith the LORD; Refrain thy voice from weeping, and thine eyes from tears: for thy work shall be rewarded, saith the LORD; and they shall come again from the land of the enemy.17: And there is hope in thine end, saith the LORD, that thy children shall come again to their own border."
(5) "He shall be called a Nazarene." Matthew claims this was a fulfillment of prophecy, yet such a prophecy is not found anywhere in the Old Testament.
(6) Matthew 21:4"All this was done, that it might be fulfilled which was spoken by the prophet, saying,5:Tell ye the daughter of Sion, Behold, thy King cometh unto thee, meek, and sitting upon an ass, and a colt the foal of an ass."
This verse claims that Jesus fulfils the prophecy in Zechariah 9:9. But this cannot be since the person referred to in Zechariah was both a military leader and the king of an earthly kingdom. Read 10-13 to find out yourself.
Zechariah 9:9"Rejoice greatly, O daughter of Zion; shout, O daughter of Jerusalem: behold, thy King cometh unto thee: he is just, and having salvation; lowly, and riding upon an ass, and upon a colt the foal of an ass.
10
And I will cut off the chariot from Ephraim, and the horse from Jerusalem, and the battle bow shall be cut off: and he shall speak peace unto the heathen: and his dominion shall be from sea even to sea, and from the river even to the ends of the earth.
11
As for thee also, by the blood of thy covenant I have sent forth thy prisoners out of the pit wherein is no water.
12
Turn you to the strong hold, ye prisoners of hope: even to day do I declare that I will render double unto thee;
13
When I have bent Judah for me, filled the bow with Ephraim, and raised up thy sons, O Zion, against thy sons, O Greece, and made thee as the sword of a mighty man."
It is also to be noted that other Gospels don't agree on what Jesus really rode on. Luke tell a different story by the way and Mark I think also 8)
(7) Jesus falsely prophesies that the high priest would see his second coming.
Matthew 26:64 "Jesus saith unto him, Thou hast said: nevertheless I say unto you, Hereafter shall ye see the Son of man sitting on the right hand of power, and coming in the clouds of heaven."
( 8 ) Matthew 27:9 "Then was fulfilled that which was spoken by Jeremy the prophet, saying, And they took the thirty pieces of silver, the price of him that was valued, whom they of the children of Israel did value"
This is not a quote from Jeremiah, but a misquote of Zechariah (11:12-13).
Zech.11"12:So they weighed for my price thirty pieces of silver. And the LORD said unto me, Cast it unto the potter: a goodly price that I was prized at of them. And I took the thirty pieces of silver, and cast them to the potter in the house of the LORD"
Matthew attributes this quote to Jeremiah, but Jeremiah has no verse that is even similar to the words given in Matthew. Matthew confused Jeremiah with Zechariah.
On a final remark I would like to add this :
Jeremiah 22:28-30"Thus saith the Lord, write this man [Jeconiah] childless .... No man of his seed shall prosper, sitting upon the throne of David, and ruling any more in Judah."
By the way Jeconiah is one of Jesus's anscestors according to Matthew.
Also you can see here :
Jeremiah 36:30 "Therefore thus says the Lord concerning Jehoiakim king of Judah, he shall have none to sit on the throne of David. "
Which means he shall have no sons.
But we find this also:
Kings II 24:6 "So Jehoiakim slept with his fathers and Jehoiachin his son reigned in his stead."