Hydrochloric Acid → HCID 25151767, compound

HRID 2370284Notes

Reaction equation

Cl.C(OC(=O)[NH:8][C:9]1([CH2:37][CH2:38][CH2:39][OH:40])[CH2:16][CH2:15][CH2:14][CH:13]([O:17][C:18]2[CH:19]=[C:20]3[C:25](=[CH:26][C:27]=2[Cl:28])[C:24]([O:29]CC2C=CC=CC=2)=[N:23][CH:22]=[CH:21]3)[CH2:12][CH2:11][CH2:10]1)(C)(C)C>>[NH2:8][C:9]1([CH2:37][CH2:38][CH2:39][OH:40])[CH2:16][CH2:15][CH2:14][CH:13]([O:17][C:18]2[CH:19]=[C:20]3[C:25](=[CH:26][C:27]=2[Cl:28])[C:24](=[O:29])[NH:23][CH:22]=[CH:21]3)[CH2:12][CH2:11][CH2:10]1

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 59226062HCID 59226062, compound

Product 1

HCID 25151767HCID 25151767, compoundYield 83.7%

Procedure

168 mg of 6-[5-amino-5-(3-hydroxy-propyl)-cyclooctyloxy]-7-chloro-2H-isoquinolin-1-one (60) were synthesized as diastereomeric mixture as hydrochloride from 300 mg (0.53 mmol) of [5-(1-benzyloxy-7-chloro-isoquinolin-6-yloxy)-1-(3-hydroxy-propyl)-cyclooctyl]-carbamic acid tert-butyl ester (59) using the standard deprotection procedure described for the synthesis of 6-(cis-4-amino-4-cyclopropyl-cyclohexyloxy)-7-chloro-2H-isoquinolin-1-one (41). Rt=2.07 min, 2.12 min (Method H). Detected mass: 379.2 (M+H+).

Workup

customRt=2.07 min, 2.12 min (Method H)

Sources & evidence

ORD record: ord-8d2bd056def141d4aa30fa3e570c42a6
Source dataset: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08710077B2

Reaction notes

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