Beta-Alanine → 3-{[7-(4-Fluoro-phenyl)-4-hydroxy-isoquinoline-3-carbonyl]-amino}-propionic acid

HRID 1481158Notes

Reaction equation

C(O[C:4]([C:6]1[N:7]=[CH:8][C:9]2[C:14]([C:15]=1[OH:16])=[CH:13][CH:12]=[C:11]([C:17]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=1)[CH:10]=2)=[O:5])C.[NH2:24][CH2:25][CH2:26][C:27]([OH:29])=[O:28]>>[F:23][C:20]1[CH:19]=[CH:18][C:17]([C:11]2[CH:10]=[C:9]3[C:14]([C:15]([OH:16])=[C:6]([C:4]([NH:24][CH2:25][CH2:26][C:27]([OH:29])=[O:28])=[O:5])[N:7]=[CH:8]3)=[CH:13][CH:12]=2)=[CH:22][CH:21]=1

Participants

Reactant 2

HCID 239Beta-Alanine

HCID 898130357-(4-Fluoro-phenyl)-4-hydroxy-isoquinoline-3-carboxylic acid ethyl ester

Product 1

HCID 717357843-{[7-(4-Fluoro-phenyl)-4-hydroxy-isoquinoline-3-carbonyl]-amino}-propionic acid

Procedure

3-{[7-(4-Fluoro-phenyl)-4-hydroxy-isoquinoline-3-carbonyl]-amino}-propionic acid was prepared from 7-(4-Fluoro-phenyl)-4-hydroxy-isoquinoline-3-carboxylic acid ethyl ester under conditions analogous to Example 116(b) using beta-alanine. MS ESI(−) m/e: 353.1196 (M−1).

Sources & evidence

ORD record: ord-c59370f6e46a4a71ade28596fbd6cccf
Source dataset: uspto-grants-2016_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09409892B2

Reaction notes

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