Triethylamine → 1-(Piperidin-1-yl)methyl-2-(3,4-dichlorophenyl)acetyl-5-hydroxy-1,2,3,4-tetrahydroisoquinoline hydrochloride

HRID 1031618Notes

Reaction equation

HRID 1031618 reaction equation
Br.Br.[N:3]1([CH2:9][CH:10]2[C:19]3[C:14](=[C:15]([OH:20])[CH:16]=[CH:17][CH:18]=3)[CH2:13][CH2:12][NH:11]2)[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1.CCN(CC)CC.[Cl:28][C:29]1[CH:30]=[C:31]([CH2:36][C:37](Cl)=[O:38])[CH:32]=[CH:33][C:34]=1[Cl:35]>C(Cl)(Cl)Cl>[ClH:28].[N:3]1([CH2:9][C:10]2([C:37](=[O:38])[CH2:36][C:31]3[CH:32]=[CH:33][C:34]([Cl:35])=[C:29]([Cl:28])[CH:30]=3)[C:19]3[C:14](=[C:15]([OH:20])[CH:16]=[CH:17][CH:18]=3)[CH2:13][CH2:12][NH:11]2)[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 27581492-(3,4-Dichlorophenyl)acetyl chlorideHCID 22168109HCID 22168109, compound

Product 1

HCID 221680661-(Piperidin-1-yl)methyl-2-(3,4-dichlorophenyl)acetyl-5-hydroxy-1,2,3,4-tetrahydroisoquinoline hydrochloride

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Prepared as Ex. No. 34, from 1.65 g (4.06 mmoles) of 1-(piperidin-1-yl)methyl-5-hydroxy-1,2,3,4-tetrahydroisoquinoline dihydrobromide, 2.6 ml (18.50 mmoles) of Et3N and 2.2 g (9.84 mmoles) of 3,4-dichlorophenyl acetyl chloride in 50 ml of dry chloroform.

Workup

  1. customPrepared as Ex

Sources & evidence

ORD record
ord-4f03c6f6c6d34f75a47a869caecbfcb7
Source dataset
uspto-grants-1990_09
Patent number
US04954509

Reaction notes

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