3-(4-Piperidinyl)-1H-indole → 5-[4-(1H-indol-3-yl)-piperidin-1-ylmethyl]-2-methoxy-benzoic acid ethyl ester

HRID 457804Notes

Reaction equation

HRID 457804 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[NH:9][CH:8]=2)[CH2:3][CH2:2]1.[CH2:16]([O:18][C:19](=[O:30])[C:20]1[CH:25]=[C:24]([CH2:26]Br)[CH:23]=[CH:22][C:21]=1[O:28][CH3:29])[CH3:17]>>[CH2:16]([O:18][C:19](=[O:30])[C:20]1[CH:25]=[C:24]([CH2:26][N:1]2[CH2:6][CH2:5][CH:4]([C:7]3[C:15]4[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=4)[NH:9][CH:8]=3)[CH2:3][CH2:2]2)[CH:23]=[CH:22][C:21]=1[O:28][CH3:29])[CH3:17]

Participants

3

Reactant 2

HCID 7022353-(4-Piperidinyl)-1H-indoleHCID 688939465-Bromomethyl-2-methoxybenzoic acid ethyl ester

Product 1

HCID 694122085-[4-(1H-indol-3-yl)-piperidin-1-ylmethyl]-2-methoxy-benzoic acid ethyl esterYield 70%

Procedure

This compound was prepared following the procedure described in example 1 (part D) starting with 0.2 g (1 mmol) of 3-piperidin-4-yl-1H-indole and 0.34 g (1.3 mmol) 5-bromomethyl-2-methoxy-benzoic acid ethyl ester. After ionic exchange purification, 0.273 g (70% of yield) of 5-[4-(1H-indol-3-yl)-piperidin-1-ylmethyl]-2-methoxy-benzoic acid ethyl ester were obtained.

Workup

  1. customThis compound was prepared
  2. customAfter ionic exchange purification

Sources & evidence

ORD record
ord-8de74b28ca4b4b99b159b02ba3bbf956
Source dataset
uspto-grants-2007_03
Patent number
US07189741B2

Reaction notes

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