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

HRID 1481160Notes

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

Participants

Reactant 2

HCID 239Beta-Alanine

HCID 898129357-(3-Benzyl-ureido)-4-hydroxy-isoquinoline-3-carboxylic acid ethyl ester

Product 1

HCID 717357833-{[7-(3-Benzyl-ureido)-4-hydroxy-isoquinoline-3-carbonyl]-amino}-propionic acid

Procedure

3-{[7-(3-Benzyl-ureido)-4-hydroxy-isoquinoline-3-carbonyl]-amino}-propionic acid was prepared from 7-(3-Benzyl-ureido)-4-hydroxy-isoquinoline-3-carboxylic acid ethyl ester under conditions analogous to Example 116(b) using beta-alanine. MS ESI(−) m/e: 407.0882 (M−1).

Sources & evidence

ORD record: ord-8b83da03687a4ebbb79926407ff08cc1
Source dataset: uspto-grants-2016_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09409892B2

Reaction notes

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