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

HRID 1481177Notes

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]([NH:17][C:18]([NH:20][C:21]1[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=1)=[O:19])[CH:10]=2)=[O:5])C.[NH2:28][CH2:29][CH2:30][C:31]([OH:33])=[O:32]>>[F:27][C:24]1[CH:23]=[CH:22][C:21]([NH:20][C:18](=[O:19])[NH:17][C:11]2[CH:10]=[C:9]3[C:14]([C:15]([OH:16])=[C:6]([C:4]([NH:28][CH2:29][CH2:30][C:31]([OH:33])=[O:32])=[O:5])[N:7]=[CH:8]3)=[CH:13][CH:12]=2)=[CH:26][CH:25]=1

Participants

Reactant 2

HCID 239Beta-Alanine

HCID 898131607-[3-(4-Fluoro-phenyl)-ureido]-4-hydroxy-isoquinoline-3-carboxylic acid ethyl ester

Product 1

HCID 717364393-({7-[3-(4-Fluoro-phenyl)-ureido]-4-hydroxy-isoquinoline-3-carbonyl}-amino)-propionic acid

Procedure

3-({7-[3-(4-Fluoro-phenyl)-ureido]-4-hydroxy-isoquinoline-3-carbonyl}-amino)-propionic acid was prepared from 7-[3-(4-Fluoro-phenyl)-ureido]-4-hydroxy-isoquinoline-3-carboxylic acid ethyl ester under conditions analogous to Example 116(b) using β-alanine. MS ESI(−) m/e: 411.1046 (M−1), MS ESI(+) m/e: 413.0810 (M+1).

Sources & evidence

ORD record: ord-3fb770d6c8ca48d482b515ddfdf95eca
Source dataset: uspto-grants-2016_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09409892B2

Reaction notes

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