Ethyl 2-(bromomethyl)benzoate → 2-[4-(1-furan-2-ylmethyl-1H-indol-3-yl)-piperidin-1-ylmethyl]-benzoic Acid

HRID 457851Notes

Reaction equation

HRID 457851 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][N:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]([CH:16]2[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]2)=[CH:8]1.C([O:24][C:25](=[O:34])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[CH2:32]Br)C>>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][N:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]([CH:16]2[CH2:21][CH2:20][N:19]([CH2:32][C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=3[C:25]([OH:34])=[O:24])[CH2:18][CH2:17]2)=[CH:8]1

Participants

3

Reactant 2

HCID 11032082Ethyl 2-(bromomethyl)benzoateHCID 112082681-furan-2-ylmethyl-3-piperidin-4-yl-1H-indole

Product 1

HCID 101124782-[4-(1-furan-2-ylmethyl-1H-indol-3-yl)-piperidin-1-ylmethyl]-benzoic Acid

Procedure

This compound was prepared following the procedure described in example 13 (part D) starting with 0.05 g (0.18 mmol) of 1-furan-2-ylmethyl-3-piperidin-4-yl-1H-indole (example 83, part B) and 0.056 g (0.23 mmol) of 2-bromomethyl-benzoic acid ethyl ester. After standard work-up and purification using a C18 chromatography column, 0.014 g (19% of yield) of the expected acid were obtained.

Workup

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

Sources & evidence

ORD record
ord-0a3bd015afcb4537823b09694b69bed9
Source dataset
uspto-grants-2007_03
Patent number
US07189741B2

Reaction notes

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