(2-methyl-1,3-thiazol-4-yl)acetic acid → HCID 53822826, compound

HRID 1004153Notes

Reaction equation

[OH:1][C@H:2]([CH2:21][O:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH2:3][N:4]([CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][C:17]([NH2:20])=[CH:16][CH:15]=1)[C:5](=[O:11])[O:6][C:7]([CH3:10])([CH3:9])[CH3:8].[CH3:29][C:30]1[S:31][CH:32]=[C:33]([CH2:35][C:36](O)=[O:37])[N:34]=1>>[OH:1][C@H:2]([CH2:21][O:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH2:3][N:4]([CH2:12][CH2:13][C:14]1[CH:15]=[CH:16][C:17]([NH:20][C:36](=[O:37])[CH2:35][C:33]2[N:34]=[C:30]([CH3:29])[S:31][CH:32]=2)=[CH:18][CH:19]=1)[C:5](=[O:11])[O:6][C:7]([CH3:9])([CH3:10])[CH3:8]

Participants

Reactant 2

HCID 854632(2-methyl-1,3-thiazol-4-yl)acetic acid

HCID 54547220HCID 54547220, compound

Product 1

HCID 53822826HCID 53822826, compoundYield 90.6%

Procedure

621 mg of t-butyl (S)-N-(2-hydroxy-3-phenoxypropyl)-N-[2-(4-aminophenyl)ethyl]carbamate and 403 mg of 2-(2-methylthiazol-4-yl) acetic acid were subjected to an amidation reaction to obtain 765 mg of t-butyl (S)-N-(2-hydroxy-3-phenoxypropyl)-N-[2-[4-[[2-(2-methylthiazol-4-yl)acetyl]-amino]phenyl]ethyl]carbamate.

Sources & evidence

ORD record: ord-1ced46c848974c2b9f8f13acbdb5b7fc
Source dataset: uspto-grants-2000_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06048884

Reaction notes

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