7-(Bromomethyl)quinoline--hydrogen bromide (1/1) → HCID 53993008, compound

HRID 1858768Notes

Reaction equation

HRID 1858768 reaction equation
[CH2:1]([O:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([CH:19]2[CH2:24][CH2:23][N:22]([C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:21][CH:20]2[OH:32])=[CH:15][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br.Br[CH2:35][C:36]1[CH:45]=[C:44]2[C:39]([CH:40]=[CH:41][CH:42]=[N:43]2)=[CH:38][CH:37]=1>>[CH2:1]([O:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([CH:19]2[CH2:24][CH2:23][N:22]([C:25]([O:27][C:28]([CH3:29])([CH3:31])[CH3:30])=[O:26])[CH2:21][CH:20]2[O:32][CH2:35][C:36]2[CH:45]=[C:44]3[C:39]([CH:40]=[CH:41][CH:42]=[N:43]3)=[CH:38][CH:37]=2)=[CH:15][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 217130867-(Bromomethyl)quinoline--hydrogen bromide (1/1)HCID 54071872HCID 54071872, compound

Product 1

HCID 53993008HCID 53993008, compound

Procedure

By alkylating tert-butyl (3RS,4RS)-4-[4-(3-benzyloxy-propoxy)-phenyl]-3-hydroxy-piperidine-1-carboxylate [Example 86(n)] with 7-bromomethyl-quinoline hydrobromide [J.Am.Chem.Soc. 77,1054(1955)] analogously to Example 1(g) there was obtained tert-butyl (3RS,4RS)-4-[4-(3-benzyloxy-propoxy)-phenyl]-3-(quinolin-7-ylmethoxy)-piperidine-1-carboxylate as a colourless oil; MS: 583 (M+H)+.

Sources & evidence

ORD record
ord-0f1c2613b5ee45d0b99dd16adb9a3537
Source dataset
uspto-grants-2000_11
Patent number
US06150526

Reaction notes

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