Dicyclohexylcarbodiimide → 1-(pyrrolidin-1-Yl)methyl-2-(3,4-dichlorophenyl)acetyl-5-methoxy-1,2,3,4-tetrahydroisoquinoline

HRID 1031606Notes

Reaction equation

HRID 1031606 reaction equation
[N:1]1([CH2:6][CH:7]2[C:16]3[C:11](=[C:12]([O:17][CH3:18])[CH:13]=[CH:14][CH:15]=3)[CH2:10][CH2:9][NH:8]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[Cl:19][C:20]1[CH:21]=[C:22]([CH2:27][C:28](O)=[O:29])[CH:23]=[CH:24][C:25]=1[Cl:26].C1(N=C=NC2CCCCC2)CCCCC1>C(Cl)Cl>[N:1]1([CH2:6][C:7]2([C:28](=[O:29])[CH2:27][C:22]3[CH:23]=[CH:24][C:25]([Cl:26])=[C:20]([Cl:19])[CH:21]=3)[C:16]3[C:11](=[C:12]([O:17][CH3:18])[CH:13]=[CH:14][CH:15]=3)[CH2:10][CH2:9][NH:8]2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 798743,4-Dichlorophenylacetic acidHCID 15005443HCID 15005443, compound

Product 1

HCID 221680441-(pyrrolidin-1-Yl)methyl-2-(3,4-dichlorophenyl)acetyl-5-methoxy-1,2,3,4-tetrahydroisoquinoline

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Prepared as Ex. No. 1, from 1.2 g (4.88 mmoles) of 1-(pyrrolidin-1-yl)methyl-5-methoxy-1,2,3,4-tetrahydroisoquinoline, 1.1 g (5.37 mmoles) of 3,4-dichlorophenylacetic acid and 2.2 g (10.68 mmoles) of dicyclohexylcarbodiimide in 50 ml of dry methylene chloride.

Workup

  1. customPrepared as Ex

Sources & evidence

ORD record
ord-28420926808140fdab1b918873292405
Source dataset
uspto-grants-1990_09
Patent number
US04954509

Reaction notes

Loading…