Benzo(b)thiophene-2-carboxylic acid → HCID 58304310, compound

HRID 2424354Notes

Reaction equation

HRID 2424354 reaction equation
C(OC(=O)[NH:7][C:8]1[O:9][CH2:10][CH2:11][C@:12]([C:15]2[CH:20]=[C:19]([NH2:21])[CH:18]=[CH:17][C:16]=2[F:22])([CH3:14])[N:13]=1)(C)(C)C.[S:24]1[C:28]([C:29](O)=[O:30])=[CH:27][C:26]2[CH:32]=[CH:33][CH:34]=[CH:35][C:25]1=2>>[NH2:7][C:8]1[O:9][CH2:10][CH2:11][C@:12]([C:15]2[CH:20]=[C:19]([NH:21][C:29]([C:28]3[S:24][C:25]4[CH:35]=[CH:34][CH:33]=[CH:32][C:26]=4[CH:27]=3)=[O:30])[CH:18]=[CH:17][C:16]=2[F:22])([CH3:14])[N:13]=1

Participants

3

Reactant 2

HCID 95864Benzo(b)thiophene-2-carboxylic acidHCID 67234727[(S)-4-(5-amino-2-fluoro-phenyl)-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-yl]-carbamic acid tert-butyl ester

Product 1

HCID 58304310HCID 58304310, compound

Procedure

The coupling of [(S)-4-(5-amino-2-fluoro-phenyl)-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-yl]-carbamic acid tert-butyl ester from experiment F1 (R3=Me) and benzo[b]thiophene-2-carboxylic acid followed by deprotection using procedure H yielded the title compound.

Sources & evidence

ORD record
ord-00d0f07c545a4c60aa2e7f8558618eb5
Source dataset
uspto-grants-2011_06
Patent number
US07964594B1

Reaction notes

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