Hydrochloric Acid → HCID 89812979, compound

HRID 1480939Notes

Reaction equation

HRID 1480939 reaction equation
C[O:2][C:3](=[O:30])[C:4]([CH3:29])([CH3:28])[CH2:5][CH2:6][NH:7][C:8]([C:10]1[N:11]=[CH:12][C:13]2[C:18]([C:19]=1[OH:20])=[CH:17][CH:16]=[C:15]([O:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH:14]=2)=[O:9].[OH-].[Na+].CO.Cl>O>[OH:20][C:19]1[C:18]2[C:13](=[CH:14][C:15]([O:21][C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)=[CH:16][CH:17]=2)[CH:12]=[N:11][C:10]=1[C:8]([NH:7][CH2:6][CH2:5][C:4]([CH3:29])([CH3:28])[C:3]([OH:30])=[O:2])=[O:9]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 89813166HCID 89813166, compound

Product 1

HCID 89812979HCID 89812979, compoundYield 26%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4-[(4-Hydroxy-7-phenoxy-isoquinoline-3-carbonyl)-amino]-2,2-dimethyl-butyric acid methyl ester (25 mg, 0.064 mmol) and (1/1) 1 N NaOH aqueous solution/MeOH (2 mL) was stirred at room temperature for 2 days. It was diluted with water (50 mL), acidified by 1 N HCl to pH=3-4. Precipitate was collected and dried in vacuo to provide the title product 6.5 mg (0.016 mmol) in 26% yield. LC-MS ESI−: 393.10 (M−1)−.

Workup

  1. customPrecipitate was collected
  2. customdried in vacuo

Sources & evidence

ORD record
ord-4d110b899e084f40bda4d3d4898e87f9
Source dataset
uspto-grants-2016_08
Patent number
US09409892B2

Reaction notes

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