Methanol → HCID 59226234, compound

HRID 1621300Notes

Reaction equation

HRID 1621300 reaction equation
C([O:8][C:9]1[C:18]2[C:13](=[CH:14][C:15]([O:20][C:21]3([C:34]4[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=4)[CH2:26][CH2:25][N:24]([CH2:27][C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)[CH2:23][CH2:22]3)=[C:16]([Cl:19])[CH:17]=2)[CH:12]=[CH:11][N:10]=1)C1C=CC=CC=1.CO>Cl.O>[CH2:27]([N:24]1[CH2:23][CH2:22][C:21]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)([O:20][C:15]2[CH:14]=[C:13]3[C:18](=[CH:17][C:16]=2[Cl:19])[C:9](=[O:8])[NH:10][CH:11]=[CH:12]3)[CH2:26][CH2:25]1)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Participants

5

Reactant 2

HCID 887MethanolHCID 59226240HCID 59226240, compound

Product 1

HCID 59226234HCID 59226234, compoundYield 12.8%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

920 mg of 1-Benzyloxy-6-(1-benzyl-4-phenyl-piperidin-4-yloxy)-7-chloro-isoquinoline (68) were suspended in 1M HCl and dissolved by addition of methanol. After stirring overnight, the solution was diluted with water, extracted with methyl tert. butyl ether and the aqueous layer was lyophilized. The product was purified by crystallization to give 98 mg of the desired product as a white solid as the hydrochloride. Rt=1.46 min (Method A). Detected mass: 445.3 (M+H+).

Workup

  1. extractionextracted with methyl tert. butyl ether
  2. customThe product was purified by crystallization

Sources & evidence

ORD record
ord-4126f70d96a94845ba398b94b79f3c19
Source dataset
uspto-grants-2014_07
Patent number
US08772492B2

Reaction notes

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