Morpholine → (6-Morpholin-4-yl-5,6,7,8-tetrahydro-naphthalen-2-yl)-(2-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone

HRID 600247Notes

Reaction equation

HRID 600247 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH2:8][CH:7]([N:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1)[CH2:6][CH2:5]2.[NH:18]1[CH2:22][CH2:21][CH2:20][C@H:19]1[CH2:23][N:24]1[CH2:28][CH2:27][CH2:26][CH2:25]1.BrC1C=C2C(=CC=1)C[C:35](=[O:40])CC2.N1CCOCC1>>[N:12]1([CH:7]2[CH2:6][CH2:5][C:4]3[CH:3]=[C:2]([C:35]([N:18]4[CH2:22][CH2:21][CH2:20][CH:19]4[CH2:23][N:24]4[CH2:28][CH2:27][CH2:26][CH2:25]4)=[O:40])[CH:11]=[CH:10][C:9]=3[CH2:8]2)[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1

Participants

5

Reactant 4

HCID 8083MorpholineHCID 853152(S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidineHCID 27335536-Bromo-2-tetraloneHCID 672730864-(6-Bromo-1,2,3,4-tetrahydro-naphthalen-2-yl)-morpholine2×

Product 1

HCID 44216397(6-Morpholin-4-yl-5,6,7,8-tetrahydro-naphthalen-2-yl)-(2-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone

Procedure

(6-Morpholin-4-yl-5,6,7,8-tetrahydro-naphthalen-2-yl)-(2-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone is prepared from 4-(6-bromo-1,2,3,4-tetrahydro-naphthalen-2-yl)-morpholine and (S)-(+)-1-(2-pyrrolidinylmethyl)-pyrrolidine in a manner substantially analogous to Procedure A. (See herein Example 1). Starting material, 4-(6-bromo-1,2,3,4-tetrahydro-naphthalen-2-yl)-morpholine, was prepared from 6-bromo-2-tetralone and morpholine in a manner substantially analogous to Preparation 1. Mass spectrum (APCI): 389 (M++1).

Sources & evidence

ORD record
ord-d417f93a3ff541168d8850e26d4db4c7
Source dataset
uspto-grants-2011_03
Patent number
US07902191B2

Reaction notes

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