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

HRID 533135Notes

Reaction equation

HRID 533135 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:12]=[C:13]3[CH2:19][C@H:18]([CH:20]4[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]4)[O:17][C:14]3=[CH:15][N:16]=2)=[CH:7][CH:6]=1)(=[O:4])=[O:3].[F:26][C:27]([F:38])([F:37])[C:28]1([CH2:31]OS(C)(=O)=O)[CH2:30][CH2:29]1>>[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:12]=[C:13]3[CH2:19][C@H:18]([CH:20]4[CH2:25][CH2:24][N:23]([CH2:31][C:28]5([C:27]([F:38])([F:37])[F:26])[CH2:30][CH2:29]5)[CH2:22][CH2:21]4)[O:17][C:14]3=[CH:15][N:16]=2)=[CH:7][CH:6]=1)(=[O:3])=[O:4]

Participants

3

Reactant 2

HCID 71208609(R)-5-(4-methanesulfonyl-phenyl)-2-piperidin-4-yl-2,3-dihydro-furo[2,3-c]pyridineHCID 86649942(1-(Trifluoromethyl)cyclopropyl)methyl methanesulfonate

Product 1

HCID 71598834(R)-5-(4-Methanesulfonyl-phenyl)-2-{1-[(1-trifluoromethyl-cyclopropyl)methyl]-piperidin-4-yl}-2,3-dihydro-furo[2,3-c]pyridine

Procedure

The title compound is prepared from (R)-5-(4-methanesulfonyl-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=1.09 min; Mass spectrum (ESI+): m/z=481 [M+H]+.

Sources & evidence

ORD record
ord-b3ac2964173e4941abc84e5f100be2af
Source dataset
uspto-grants-2014_10
Patent number
US08853239B2

Reaction notes

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