5-(4-Methanesulfonylmethyl-phenyl)-2-piperidin-4-yl-2,3-dihydro-furo[2,3-c]pyridine → 5-(4-Methanesulfonylmethyl-phenyl)-2-{1-[(1-trifluoromethyl-cyclopropyl)methyl]-piperidin-4-yl}-2,3-dihydrofuro[2,3-c]pyridine

HRID 533133Notes

Reaction equation

HRID 533133 reaction equation
[CH3:1][S:2]([CH2:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:13]=[C:14]3[CH2:20][CH:19]([CH:21]4[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]4)[O:18][C:15]3=[CH:16][N:17]=2)=[CH:8][CH:7]=1)(=[O:4])=[O:3].[F:27][C:28]([F:39])([F:38])[C:29]1([CH2:32]OS(C)(=O)=O)[CH2:31][CH2:30]1>>[CH3:1][S:2]([CH2:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:13]=[C:14]3[CH2:20][CH:19]([CH:21]4[CH2:26][CH2:25][N:24]([CH2:32][C:29]5([C:28]([F:39])([F:38])[F:27])[CH2:31][CH2:30]5)[CH2:23][CH2:22]4)[O:18][C:15]3=[CH:16][N:17]=2)=[CH:8][CH:7]=1)(=[O:4])=[O:3]

Participants

3

Reactant 2

HCID 679736785-(4-Methanesulfonylmethyl-phenyl)-2-piperidin-4-yl-2,3-dihydro-furo[2,3-c]pyridineHCID 86649942(1-(Trifluoromethyl)cyclopropyl)methyl methanesulfonate

Product 1

HCID 715987375-(4-Methanesulfonylmethyl-phenyl)-2-{1-[(1-trifluoromethyl-cyclopropyl)methyl]-piperidin-4-yl}-2,3-dihydrofuro[2,3-c]pyridine

Procedure

The title compound is prepared from 5-(4-methanesulfonylmethyl-phenyl)-2-piperidin-4-yl-2,3-dihydro-furo[2,3-c]pyridine and methanesulfonic acid (1-trifluoromethyl-cyclopropyl)methyl ester following a procedure analogous to that described for Example 2. LC (method 1): tR=0.95 min; Mass spectrum (ESI+): m/z=495 [M+H]+.

Sources & evidence

ORD record
ord-190f3026a21846dfa0ea7093417d9579
Source dataset
uspto-grants-2014_10
Patent number
US08853239B2

Reaction notes

Loading…