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4-Thiazoleacetic acid, 2-amino-, ethyl ester → Ethyl (2-{[(5-bromo-2-methoxyphenyl)sulfonyl]amino}-1,3-thiazol-4-yl)acetate

HRID 1435644
Notes
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Reaction equation

HRID 1435644 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])[N:6]=1.[Br:13][C:14]1[CH:15]=[CH:16][C:17]([O:24][CH3:25])=[C:18]([S:20](Cl)(=[O:22])=[O:21])[CH:19]=1>>[Br:13][C:14]1[CH:15]=[CH:16][C:17]([O:24][CH3:25])=[C:18]([S:20]([NH:1][C:2]2[S:3][CH:4]=[C:5]([CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])[N:6]=2)(=[O:21])=[O:22])[CH:19]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 1044544-Thiazoleacetic acid, 2-amino-, ethyl esterHCID 5200205-Bromo-2-methoxybenzene-1-sulfonyl chloride

Product 1

HCID 3779070Ethyl (2-{[(5-bromo-2-methoxyphenyl)sulfonyl]amino}-1,3-thiazol-4-yl)acetate

Procedure

The title compound was prepared from ethyl 2-amino-4-thiazolylacetate and 5-bromo-2-methoxybenzenesulfonyl chloride as described in the synthetic METHOD B to give a white solid (14.4 mg) with purity >90%. LCMS (pos) m/z 437.0.

Sources & evidence

ORD record
ord-236f71fb441a4bc1ad8aae5aabcdfc3c
Source dataset
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07618961B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes