Methyl 3-(bromomethyl)benzoate → HCID 10181701, compound

HRID 457832Notes

Reaction equation

HRID 457832 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[N:9]([CH2:16][CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=3)[CH:8]=2)[CH2:3][CH2:2]1.C[O:25][C:26](=[O:35])[C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([CH2:33]Br)[CH:28]=1>>[N:19]1[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=1[CH2:17][CH2:16][N:9]1[C:10]2[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:7]([CH:4]2[CH2:5][CH2:6][N:1]([CH2:33][C:29]3[CH:28]=[C:27]([CH:32]=[CH:31][CH:30]=3)[C:26]([OH:35])=[O:25])[CH2:2][CH2:3]2)=[CH:8]1

Participants

3

Reactant 2

HCID 517981Methyl 3-(bromomethyl)benzoateHCID 17964320HCID 17964320, compound

Product 1

HCID 10181701HCID 10181701, compound

Procedure

This compound was prepared following the procedure described in example 13 (part D) starting with 3.4 g (11 mmol) of 3-piperidin-4-yl-1-(2-pyridin-2-yl-ethyl)-1H-indole and 2.7 g (11.5 mmol) of 3-bromomethyl-benzoic acid methyl ester. After standard work-up and recrystallisation with dichloromethane/methanol, 1.4 g (29% of yield) of the expected acid were obtained.

Workup

  1. customThis compound was prepared
  2. customAfter standard work-up and recrystallisation

Sources & evidence

ORD record
ord-c8224205c7574f62ab1f35b8726da11f
Source dataset
uspto-grants-2007_03
Patent number
US07189741B2

Reaction notes

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