Hydrochloric Acid → HCID 178489660, compound

HRID 1520394Notes

Reaction equation

HRID 1520394 reaction equation
C([O:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([O:25][CH3:26])[CH:20]=3)[CH:17]=2)[CH:12]=[C:11]([C:27]2[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=2)[N:10]=1)C1C=CC=CC=1.Cl>C(O)C>[CH3:26][O:25][C:21]1[CH:20]=[C:19]([C:16]2[CH:17]=[C:18]3[C:13]([CH:12]=[C:11]([C:27]4[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=4)[N:10]=[C:9]3[OH:8])=[CH:14][CH:15]=2)[CH:24]=[CH:23][CH:22]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67300767HCID 67300767, compound

Product 1

HCID 178489660HCID 178489660, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1-(benzyloxy)-7-(3-methoxyphenyl)-3-(pyridin-3-yl)isoquinoline (200 mg, 0.48 mmol), and concentrated HCl (10 mL) in ethanol (20 mL) was stirred at room temperature overnight. After the reaction was completed, the mixture was filtered and concentrated to afford 130 mg of lxviii-a as a yellow solid (yield 90% for two steps). LCMS m/z=329.0 (M+1) (Method B) (retention time=1.66 min).

Workup

  1. filtrationthe mixture was filtered
  2. concentrationconcentrated
  3. customto afford 130 mg of lxviii-a as a yellow solid (yield 90% for two steps)

Sources & evidence

ORD record
ord-5b6fc4fd1fc8491e8c3ce176448e7314
Source dataset
uspto-grants-2015_07
Patent number
US09073890B2

Reaction notes

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