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5-Amino-3-methyl-1,2,4-thiadiazole → 5-(2-hydroxy-1-methyl-ethoxy)-3-(4-methanesulfonylphenoxy)-N-(3-methyl-[1,2,4]-thiadiazol-5-yl)-benzamide

HRID 2355009
Notes
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Reaction equation

HRID 2355009 reaction equation
C[O:2][C:3](=O)[C:4]1[CH:9]=[C:8]([O:10][C@@H:11]([CH3:21])[CH2:12][O:13][Si](C(C)(C)C)(C)C)[CH:7]=[C:6]([O:22][C:23]2[CH:28]=[CH:27][C:26]([S:29]([CH3:32])(=[O:31])=[O:30])=[CH:25][CH:24]=2)[CH:5]=1.[NH2:34][C:35]1[S:39][N:38]=[C:37]([CH3:40])[N:36]=1>>[OH:13][CH2:12][CH:11]([CH3:21])[O:10][C:8]1[CH:7]=[C:6]([O:22][C:23]2[CH:24]=[CH:25][C:26]([S:29]([CH3:32])(=[O:30])=[O:31])=[CH:27][CH:28]=2)[CH:5]=[C:4]([CH:9]=1)[C:3]([NH:34][C:35]1[S:39][N:38]=[C:37]([CH3:40])[N:36]=1)=[O:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 3506395-Amino-3-methyl-1,2,4-thiadiazoleHCID 59346872methyl 3-((1S)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethoxy)-5-[4-(methylsulfonyl)phenoxy]benzoate

Product 1

HCID 103896745-(2-hydroxy-1-methyl-ethoxy)-3-(4-methanesulfonylphenoxy)-N-(3-methyl-[1,2,4]-thiadiazol-5-yl)-benzamide

Procedure

The compound of Production Example 89 was obtained as a colorless amorphous substance using 200 mg (0.40 mmol) of the obtained 5-((1S)-2-(t-butyldimethylsiloxy)-1-methyl-ethoxy)-3-(4-methanesulfonyl-phenoxy)-benzoic acid methyl ester and 5-amino-3-methyl-[1,2,4]thiadiazole, by the same method as in Production Example 2, a corresponding method, or a combination thereof with an ordinary method.

Workup

  1. customThe compound of Production Example 89 was obtained as a colorless amorphous substance

Sources & evidence

ORD record
ord-f16f023503e74bbd8d2e23b937628484
Source dataset
uspto-grants-2010_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07754743B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes