Benzylamine → (6-Benzylamino-5,6,7,8-tetrahydro-naphthalen-2-yl)-(2-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone

HRID 600245Notes

Reaction equation

HRID 600245 reaction equation
[CH2:1]([NH:8][CH:9]1[CH2:18][CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14](Br)[CH:15]=2)[CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:20]1[CH2:24][CH2:23][CH2:22][C@H:21]1[CH2:25][N:26]1[CH2:30][CH2:29][CH2:28][CH2:27]1.BrC1C=C2C(=CC=1)C[C:37](=[O:42])CC2.C(N)C1C=CC=CC=1>>[CH2:1]([NH:8][CH:9]1[CH2:18][CH2:17][C:16]2[CH:15]=[C:14]([C:37]([N:20]3[CH2:24][CH2:23][CH2:22][CH:21]3[CH2:25][N:26]3[CH2:30][CH2:29][CH2:28][CH2:27]3)=[O:42])[CH:13]=[CH:12][C:11]=2[CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 4

HCID 7504BenzylamineHCID 853152(S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidineHCID 27335536-Bromo-2-tetraloneHCID 59486428Benzyl-(6-bromo-1,2,3,4-tetrahydro-naphthalen-2-yl)-amine2×

Product 1

HCID 67273291(6-Benzylamino-5,6,7,8-tetrahydro-naphthalen-2-yl)-(2-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone

Procedure

(6-Benzylamino-5,6,7,8-tetrahydro-naphthalen-2-yl)-(2-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone is prepared from benzyl-(6-bromo-1,2,3,4-tetrahydro-naphthalen-2-yl)-amine and (S)-(+)-1-(2-pyrrolidinylmethyl)-pyrrolidine in a manner substantially analogous to Procedure A. (See herein Example 1). Starting material, benzyl-(6-bromo-1,2,3,4-tetrahydro-naphthalen-2-yl)-amine, can be prepared from 6-bromo-2-tetralone and benzylamine in a manner substantially analogous to Preparation 1. Mass spectrum (APCI) 418 (M++1).

Sources & evidence

ORD record
ord-6b4fc8a167024292aaef190d64e53131
Source dataset
uspto-grants-2011_03
Patent number
US07902191B2

Reaction notes

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