Thieno[2,3-c]pyridine-7-carboxylic acid → HCID 53241346, compound

HRID 2424352Notes

Reaction equation

HRID 2424352 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]2=[C:29]([C:33](O)=[O:34])[N:30]=[CH:31][CH:32]=[C:27]2[CH:26]=[CH:25]1>>[NH2:7][C:8]1[O:9][CH2:10][CH2:11][C@:12]([C:15]2[CH:20]=[C:19]([NH:21][C:33]([C:29]3[N:30]=[CH:31][CH:32]=[C:27]4[CH:26]=[CH:25][S:24][C:28]=34)=[O:34])[CH:18]=[CH:17][C:16]=2[F:22])([CH3:14])[N:13]=1

Participants

3

Reactant 2

HCID 45117641Thieno[2,3-c]pyridine-7-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 53241346HCID 53241346, 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 F (R3=Me) and thieno[2,3-c]pyridine-7-carboxylic acid followed by deprotection using procedure H yielded the title compound.

Sources & evidence

ORD record
ord-a0900c40167748b1a0f68f6de13dbd85
Source dataset
uspto-grants-2011_06
Patent number
US07964594B1

Reaction notes

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