Methyl 3-(bromomethyl)benzoate → 3-{4-[1-(2-[1,4]dioxan-2-yl-ethyl)-1H-indol-3-yl]-piperidin-1-ylmethyl}-benzoic Acid

HRID 457820Notes

Reaction equation

HRID 457820 reaction equation
[O:1]1[CH2:6][CH2:5][O:4][CH2:3][CH:2]1[CH2:7][CH2:8][N:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([CH:18]2[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]2)=[CH:10]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[CH2:6][CH2:5][O:4][CH2:3][CH:2]1[CH2:7][CH2:8][N:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([CH:18]2[CH2:23][CH2:22][N:21]([CH2:33][C:29]3[CH:28]=[C:27]([CH:32]=[CH:31][CH:30]=3)[C:26]([OH:35])=[O:25])[CH2:20][CH2:19]2)=[CH:10]1

Participants

3

Reactant 2

HCID 517981Methyl 3-(bromomethyl)benzoateHCID 179643591-(2-[1,4]dioxan-2-yl-ethyl)-3-piperidin-4-yl-1H-indole

Product 1

HCID 102257463-{4-[1-(2-[1,4]dioxan-2-yl-ethyl)-1H-indol-3-yl]-piperidin-1-ylmethyl}-benzoic Acid

Procedure

This compound was prepared following the procedure described in example 71 (part C) starting with 0.06 g (0.19 mmol) of 1-(2-[1,4]dioxan-2-yl-ethyl)-3-piperidin-4-yl-1H-indole and 0.060 g (0.26 mmol) of 3-bromomethyl-benzoic acid methyl ester. After standard purification, 0.037 g (75% of yield) were obtained.

Workup

  1. customThis compound was prepared
  2. customAfter standard purification
  3. custom0.037 g (75% of yield)
  4. customwere obtained

Sources & evidence

ORD record
ord-9f98edbcf26441e1ab0770d81fca2d75
Source dataset
uspto-grants-2007_03
Patent number
US07189741B2

Reaction notes

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