Lithium Hydroxide → 2-[(Isoquinoline-3-carbonyl)-amino]-benzooxazole-7-carboxylic acid

HRID 1910260Notes

Reaction equation

HRID 1910260 reaction equation
C[O:2][C:3]([C:5]1[C:13]2[O:12][C:11]([NH:14][C:15]([C:17]3[N:18]=[CH:19][C:20]4[C:25]([CH:26]=3)=[CH:24][CH:23]=[CH:22][CH:21]=4)=[O:16])=[N:10][C:9]=2[CH:8]=[CH:7][CH:6]=1)=[O:4].[Li+].[OH-].C1COCC1>CO>[CH:19]1[C:20]2[C:25](=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:26]=[C:17]([C:15]([NH:14][C:11]2[O:12][C:13]3[C:5]([C:3]([OH:4])=[O:2])=[CH:6][CH:7]=[CH:8][C:9]=3[N:10]=2)=[O:16])[N:18]=1

Participants

5

Reactant 3

HCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 669403112-[(Isoquinoline-3-carbonyl)-amino]-benzooxazole-7-carboxylic acid methyl ester

Product 1

HCID 669404902-[(Isoquinoline-3-carbonyl)-amino]-benzooxazole-7-carboxylic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-[(Isoquinoline-3-carbonyl)-amino]-benzooxazole-7-carboxylic acid was synthesized according to General Procedure B using 417 mg (1.2 mmol) 2-[(isoquinoline-3-carbonyl)-amino]-benzooxazole-7-carboxylic acid methyl ester, 2.4 mL of 2 N aq. LiOH, 12 mL of THF and 3 mL of methanol at 40° C. for 4 h. 141 mg (0.423 mmol, 35%) of the product was obtained. LCMS: 334 (M+1)+.

Workup

  1. customat 40° C.
  2. customfor 4 h

Sources & evidence

ORD record
ord-4b80474274114c97a6dd9f1aa69c483d
Source dataset
uspto-grants-2013_12
Patent number
US08598353B2

Reaction notes

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