5-(2-(Methylthio)-4-pyrimidinyl)-2-thiophenesulfonyl chloride → HCID 10696272, compound

HRID 1636784Notes

Reaction equation

HRID 1636784 reaction equation
Cl.[NH2:2][C@H:3]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=2)[C:12]#[N:13])[C:4]1=[O:17].[CH3:18][S:19][C:20]1[N:25]=[C:24]([C:26]2[S:30][C:29]([S:31](Cl)(=[O:33])=[O:32])=[CH:28][CH:27]=2)[CH:23]=[CH:22][N:21]=1.S1C(S(Cl)(=O)=O)=CC2C=CC=CC1=2>>[C:12]([C:11]1[CH:10]=[C:9]([CH:16]=[CH:15][CH:14]=1)[CH2:8][N:5]1[CH2:6][CH2:7][C@H:3]([NH:2][S:31]([C:29]2[S:30][C:26]([C:24]3[CH:23]=[CH:22][N:21]=[C:20]([S:19][CH3:18])[N:25]=3)=[CH:27][CH:28]=2)(=[O:32])=[O:33])[C:4]1=[O:17])#[N:13]

Participants

4

Reactant 3

HCID 27369955-(2-(Methylthio)-4-pyrimidinyl)-2-thiophenesulfonyl chlorideHCID 27763331-Benzothiophene-2-sulfonyl chlorideHCID 228707863-(3-(S)-Amino-2-oxopyrrolidin-1-ylmethyl)benzonitrile hydrochloride

Product 1

HCID 10696272HCID 10696272, compound

Procedure

The title compound is prepared from 3-(3-(S)-amino-2-oxo-pyrrolidin-1-ylmethyl)-benzonitrile hydrochloride as described in EXAMPLE 1, Part E using 5-[2-(methylthio)-pyrimidin-4-yl]thiophene-2-sulfonyl chloride in a place of benzo[b]thiophene-2-sulfonyl chloride. The crude product is obtained as a white solid and is of sufficient purity to be used in the subsequent step.

Sources & evidence

ORD record
ord-8f7b4ff3455f4a88bca280f54fd91cff
Source dataset
uspto-grants-2000_03
Patent number
US06034093

Reaction notes

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