HCID 11229939, compound → HCID 10185005, compound

HRID 457861Notes

Reaction equation

HRID 457861 reaction equation
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH:18]3[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]3)=[CH:7][N:8]2[CH2:11][CH2:12][C:13]2[CH:17]=[CH:16][S:15][CH:14]=2)=[CH:4][CH:3]=1.C([O:26][C:27](=[O:38])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=1[O:34][CH2:35][CH2:36]Cl)C>>[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH:18]3[CH2:19][CH2:20][N:21]([CH2:36][CH2:35][O:34][C:29]4[CH:30]=[CH:31][CH:32]=[CH:33][C:28]=4[C:27]([OH:38])=[O:26])[CH2:22][CH2:23]3)=[CH:7][N:8]2[CH2:11][CH2:12][C:13]2[CH:17]=[CH:16][S:15][CH:14]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 11229939HCID 11229939, compoundHCID 17964388HCID 17964388, compound

Product 1

HCID 10185005HCID 10185005, compoundYield 99%

Procedure

This compound was prepared following the procedure described in example 13 (part D) starting with 0.1 g (0.31 mmol) of 6-fluoro-3-piperidin-4-yl-1-(2-thiophen-3-yl-ethyl)-1H-indole (example 78, part B) and 0.09 g (0.42 mmol) of 2-(2-chloro-ethoxy)-benzoic acid ethyl ester. After purification by HPLC-MS using a C-18 column, 0.01 g (99% of purity) of 2-(2-{4-[6-fluoro-1-(2-thiophen-3-yl-ethyl)-1H-indol-3-yl]-piperidin-1-yl}-ethoxy)-benzoic acid were obtained.

Workup

  1. customThis compound was prepared
  2. customAfter purification by HPLC-MS

Sources & evidence

ORD record
ord-a1add0f3e56b490bb496cd4cc0d0c274
Source dataset
uspto-grants-2007_03
Patent number
US07189741B2

Reaction notes

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