E129 → (RS)-1-[2-(5-Cyano-benzofuran-2-ylmethyl)-piperidin-1-yl]-1-[5-(4-fluoro-phenyl)-2-methyl-thiazol-4-yl]-methanone

HRID 1367050Notes

Reaction equation

HRID 1367050 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([CH2:10][CH:11]3[CH2:16][CH2:15][CH2:14][CH2:13][N:12]3[C:17]([C:19]3[N:20]=[C:21]([CH3:31])[S:22][C:23]=3[C:24]3[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=3)=[O:18])=[CH:7][C:6]=2[CH:32]=1.CC1C(S([O-])(=O)=O)=CC(OC)=[C:36]([N:46]=NC2C(O)=CC=C3C=2C=CC(S([O-])(=O)=O)=C3)C=1.[Na+].[Na+].[Cu]C#N>>[C:36]([C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([CH2:10][CH:11]3[CH2:16][CH2:15][CH2:14][CH2:13][N:12]3[C:17]([C:19]3[N:20]=[C:21]([CH3:31])[S:22][C:23]=3[C:24]3[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=3)=[O:18])=[CH:7][C:6]=2[CH:32]=1)#[N:46]

Participants

4

Reactant 3

HCID 33258E129HCID 23146280HCID 23146280, compoundHCID 178418546HCID 178418546, compound

Product 1

HCID 23146247(RS)-1-[2-(5-Cyano-benzofuran-2-ylmethyl)-piperidin-1-yl]-1-[5-(4-fluoro-phenyl)-2-methyl-thiazol-4-yl]-methanone

Procedure

The title compound (19 mg) was prepared from (RS)-1-[2-(5-bromo-benzofuran-2-ylmethyl)-piperidin-1-yl]-1-[5-(4-fluoro-phenyl)-2-methyl-thiazol-4-yl]-methanone, E129 (420 mg) and copper(I) cyanide according to a procedure similar to that described for Example 67.

Sources & evidence

ORD record
ord-d40d52c8fbf845d29debe102123e7034
Source dataset
uspto-grants-2011_02
Patent number
US07893090B2

Reaction notes

Loading…