1-furan-2-ylmethyl-3-piperidin-4-yl-1H-indole → 5-[4-(1-furan-2-ylmethyl-1H-indol-3-yl)-piperidin-1-ylmethyl]-2-methoxy-benzoic Acid

HRID 457838Notes

Reaction equation

HRID 457838 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:36])[C:26]1[CH:31]=[C:30]([CH2:32]Br)[CH:29]=[CH:28][C:27]=1[O:34][CH3:35])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:30]3[CH:29]=[CH:28][C:27]([O:34][CH3:35])=[C:26]([CH:31]=3)[C:25]([OH:36])=[O:24])[CH2:18][CH2:17]2)=[CH:8]1

Participants

3

Reactant 2

HCID 112082681-furan-2-ylmethyl-3-piperidin-4-yl-1H-indoleHCID 688939465-Bromomethyl-2-methoxybenzoic acid ethyl ester

Product 1

HCID 101820125-[4-(1-furan-2-ylmethyl-1H-indol-3-yl)-piperidin-1-ylmethyl]-2-methoxy-benzoic Acid

Procedure

This compound was prepared following the procedure described in example 13 (part D) starting with 1.9 g (6.5 mmol) of 1-furan-2-ylmethyl-3-piperidin-4-yl-1H-indole (example 83, part B) and 1.9 g (7.1 mmol) of 5-bromomethyl-2-methoxy-benzoic acid ethyl ester. After standard work-up and recrystallisation with ethanol, 0.5 g (16% 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-a049669a0b3e40ca89564e9bb815f6cb
Source dataset
uspto-grants-2007_03
Patent number
US07189741B2

Reaction notes

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