Methyl 3-(bromomethyl)benzoate → HCID 10182013, compound

HRID 457850Notes

Reaction equation

HRID 457850 reaction equation
[O:1]1[CH:5]=[CH:4][C:3]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([O:16][CH3:17])=[CH:13][CH:14]=3)[C:9]([CH:18]3[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]3)=[CH:8]2)=[CH: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>>[O:1]1[CH:5]=[CH:4][C:3]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([O:16][CH3:17])=[CH:13][CH:14]=3)[C:9]([CH:18]3[CH2:23][CH2:22][N:21]([CH2:33][C:29]4[CH:28]=[C:27]([CH:32]=[CH:31][CH:30]=4)[C:26]([OH:35])=[O:25])[CH2:20][CH2:19]3)=[CH:8]2)=[CH:2]1

Participants

3

Reactant 2

HCID 517981Methyl 3-(bromomethyl)benzoateHCID 17964327HCID 17964327, compound

Product 1

HCID 10182013HCID 10182013, compound

Procedure

This compound was prepared following the procedure described in example 13 (part D) starting with 3.7 g (11.9 mmol) of 1-furan-3-ylmethyl-5-methoxy-3-piperidin-4-yl-1H-indole (example 92, part B) and 3 g (13 mmol) of 3-bromomethyl-benzoic acid methyl ester. After standard work-up, 2.4 g (45% of yield) of the expected acid were obtained. In this case a p-tolensulfonate derivative salt was prepared affording 2.9 g of white solid.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-d5e4dd9508764a289dd1049fb28e1de7
Source dataset
uspto-grants-2007_03
Patent number
US07189741B2

Reaction notes

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