Methyl 2-(bromomethyl)-4-methoxybenzoate → HCID 17964358, compound

HRID 457856Notes

Reaction equation

HRID 457856 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH2:12][CH2:13][C:14]1[CH:18]=[CH:17][S:16][CH:15]=1)[CH:7]=[C:6]2[CH:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1.C[O:26][C:27](=[O:38])[C:28]1[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[CH:30][C:29]=1[CH2:36]Br>>[CH3:35][O:34][C:31]1[CH:32]=[CH:33][C:28]([C:27]([OH:38])=[O:26])=[C:29]([CH2:36][N:22]2[CH2:23][CH2:24][CH:19]([C:6]3[C:5]4[C:9](=[CH:10][CH:11]=[C:3]([O:2][CH3:1])[CH:4]=4)[N:8]([CH2:12][CH2:13][C:14]4[CH:18]=[CH:17][S:16][CH:15]=4)[CH:7]=3)[CH2:20][CH2:21]2)[CH:30]=1

Participants

3

Reactant 2

HCID 139928Methyl 2-(bromomethyl)-4-methoxybenzoateHCID 17964293HCID 17964293, compound

Product 1

HCID 17964358HCID 17964358, compound

Procedure

This compound was prepared following the procedure described in example 13 (part D) starting with 0.05 g (0.16 mmol) of 5-methoxy-3-piperidin-4-yl-1-(2-thiophen-3-yl-ethyl)-1H-indole (example 87, part D) and 0.054 g (0.21 mmol) of 2-bromomethyl-4-methoxy-benzoic acid methyl ester. After standard work-up and purification by chromatography using a C18 column, 0.019 g (24% of yield) of the expected acid were obtained.

Workup

  1. customThis compound was prepared
  2. customAfter standard work-up and purification by chromatography

Sources & evidence

ORD record
ord-9505cfcc2fdc4ceeacdf8925caae3635
Source dataset
uspto-grants-2007_03
Patent number
US07189741B2

Reaction notes

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