1,2,3,6-Tetrahydro-1-methylpyridine-4-methanol → 1-Acetyl-5-bromo-6-[(1-methyl-1,2,5,6-tetrahydropyridine-4-yl)methoxy]indoline

HRID 1870903Notes

Reaction equation

HRID 1870903 reaction equation
[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([Br:14])=[C:10]([OH:13])[CH:11]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[CH3:15][N:16]1[CH2:21][CH2:20][C:19]([CH2:22]O)=[CH:18][CH2:17]1>>[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([Br:14])=[C:10]([O:13][CH2:22][C:19]3[CH2:20][CH2:21][N:16]([CH3:15])[CH2:17][CH:18]=3)[CH:11]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 1189211,2,3,6-Tetrahydro-1-methylpyridine-4-methanolHCID 186942931-Acetyl-5-bromo-6-hydroxyindoline

Product 1

HCID 186942661-Acetyl-5-bromo-6-[(1-methyl-1,2,5,6-tetrahydropyridine-4-yl)methoxy]indoline

Procedure

The title compound was prepared from 1-acetyl-5-bromo-6-hydroxyindoline (D64) and 1-methyl-1,2,5,6-tetrahydropyridine-4-methanol (J. Med. Chem., 1988, 31, 545) using the procedure of Description 8a in WO96/19477. The product was purified by acid/base extraction, then used in the next step.

Workup

  1. customThe product was purified by acid/base extraction

Sources & evidence

ORD record
ord-d5fd90c94a4649478697e65a89c1f8b7
Source dataset
uspto-grants-2000_08
Patent number
US06100272

Reaction notes

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