Glycine → HCID 86014531, compound

HRID 1406157Notes

Reaction equation

HRID 1406157 reaction equation
C(O[C:6]([C:8]1[N:9]=[C:10]([Br:26])[C:11]2[C:16]([C:17]=1[OH:18])=[CH:15][C:14]([S:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[CH:13][CH:12]=2)=[O:7])CCC.[NH2:27][CH2:28][C:29]([OH:31])=[O:30].C[O-].[Na+]>>[Br:26][C:10]1[C:11]2[C:16](=[CH:15][C:14]([S:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[CH:13][CH:12]=2)[C:17]([OH:18])=[C:8]([C:6]([NH:27][CH2:28][C:29]([OH:31])=[O:30])=[O:7])[N:9]=1

Participants

4

Reactant 3

HCID 750GlycineHCID 10942334Sodium MethoxideHCID 86595473HCID 86595473, compound

Product 1

HCID 86014531HCID 86014531, compound

Procedure

216 mg of 1-bromo-4-hydroxy-6-phenylsulfanyl-isoquinoline-3-carboxylic acid butyl ester (0.5 mmol) from Example D-2a) were reacted with glycine and sodium methylate analogously to Example D-1 g). 194 mg of the title compound were obtained; 1H NMR (DMSO-d6): δ=9.17 (t, 1 H), 8.12 (d, 1 H), 7.51 to 7.78 (m, 7 H), 4.00 (d, 2 H).

Sources & evidence

ORD record
ord-43d8735015744920ac11c0ac5fb714f0
Source dataset
uspto-grants-2014_12
Patent number
US08916585B2

Reaction notes

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