Hydrochloric Acid → 1-Aminoisoquinoline-5-carboxylic acid hydrochloride

HRID 1051243Notes

Reaction equation

C([NH:5][C:6]1[C:15]2[CH:14]=[CH:13][CH:12]=[C:11]([C:16]([OH:18])=[O:17])[C:10]=2[CH:9]=[CH:8][N:7]=1)(C)(C)C.[ClH:19]>O>[ClH:19].[NH2:5][C:6]1[C:15]2[CH:14]=[CH:13][CH:12]=[C:11]([C:16]([OH:18])=[O:17])[C:10]=2[CH:9]=[CH:8][N:7]=1

Participants

Conditions

Temperature: 90 °C

Procedure

1-(t-Butylamino)isoquinoline-5-carboxylic acid (35 mg, 0.28 mmol) obtained in Step (6) above was stirred in a solvent of distilled water (0.4 mL). The reaction solution was added with concentrated HCl (0.15 mL), followed by stirring for about 3 hours at 90° C. The reaction mixture was cooled to room temperature, and the solvent was distilled under reduced pressure. The concentrate was added with toluene, followed by distillation under reduced pressure for 2˜3 times to obtain the title compound (30 mg, 66%).

Workup

temperatureThe reaction mixture was cooled to room temperature
distillationthe solvent was distilled under reduced pressure
additionThe concentrate was added with toluene
distillationfollowed by distillation under reduced pressure for 2˜3 times

Sources & evidence

ORD record: ord-4144c569569f47a088948b49cfdd0bba
Source dataset: uspto-grants-2016_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09388165B2

Reaction notes

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