Methyl 2-(2-chloroethoxy)benzoate → 2-{2-[4-(5-methoxy-1-thiophen-2-ylmethyl-1H-indol-3-yl)-piperidin-1-yl]-ethoxy}-benzoic Acid

HRID 457846Notes

Reaction equation

HRID 457846 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][C:13]1[S:14][CH:15]=[CH:16][CH:17]=1)[CH:7]=[C:6]2[CH:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1.C[O:25][C:26](=[O:37])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[O:33][CH2:34][CH2:35]Cl>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH2:12][C:13]1[S:14][CH:15]=[CH:16][CH:17]=1)[CH:7]=[C:6]2[CH:18]1[CH2:23][CH2:22][N:21]([CH2:35][CH2:34][O:33][C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=2[C:26]([OH:37])=[O:25])[CH2:20][CH2:19]1

Participants

3

Reactant 2

HCID 9837283Methyl 2-(2-chloroethoxy)benzoateHCID 179643805-methoxy-3-piperidin-4-yl-1-thiophen-2-ylmethyl-1H-indole

Product 1

HCID 101634632-{2-[4-(5-methoxy-1-thiophen-2-ylmethyl-1H-indol-3-yl)-piperidin-1-yl]-ethoxy}-benzoic Acid

Procedure

This compound was prepared following the procedure described in example 13 (part D) starting with 2.4 g (7.4 mmol) of 5-methoxy-3-piperidin-4-yl-1-thiophen-2-ylmethyl-1H-indole and 1.8 g (8 mmol) of 2-(2-chloro-ethoxy)-benzoic acid methyl ester. After standard work-up, 1.3 g (36% of yield) of the expected acid were obtained.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-2313226cb021492aba7a267783fb368b
Source dataset
uspto-grants-2007_03
Patent number
US07189741B2

Reaction notes

Loading…