Butyryl chloride → 5-(1-Methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-2-[1-(5-propyl-[1,2,4]oxadiazol-3-yl)-piperidin-4-yl]-2,3-dihydro-furo[2,3-c]pyridine

HRID 1622269Notes

Reaction equation

[OH:1][NH:2][C:3]([N:5]1[CH2:10][CH2:9][CH:8]([CH:11]2[O:29][C:14]3=[CH:15][N:16]=[C:17]([C:19]4[CH2:20][CH2:21][N:22]([S:25]([CH3:28])(=[O:27])=[O:26])[CH2:23][CH:24]=4)[CH:18]=[C:13]3[CH2:12]2)[CH2:7][CH2:6]1)=[NH:4].[C:30](Cl)(=O)[CH2:31][CH2:32][CH3:33]>>[CH3:28][S:25]([N:22]1[CH2:21][CH:20]=[C:19]([C:17]2[CH:18]=[C:13]3[CH2:12][CH:11]([CH:8]4[CH2:9][CH2:10][N:5]([C:3]5[N:4]=[C:30]([CH2:31][CH2:32][CH3:33])[O:1][N:2]=5)[CH2:6][CH2:7]4)[O:29][C:14]3=[CH:15][N:16]=2)[CH2:24][CH2:23]1)(=[O:27])=[O:26]

Participants

Reactant 2

HCID 8855Butyryl chloride

HCID 178504931HCID 178504931, compound

Product 1

HCID 712081825-(1-Methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-2-[1-(5-propyl-[1,2,4]oxadiazol-3-yl)-piperidin-4-yl]-2,3-dihydro-furo[2,3-c]pyridine

Procedure

The title compound is prepared from N-hydroxy-4-[5-(1-methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl]-2,3-dihydro-furo[2,3-c]pyridin-2-yl)-piperidine-1-carboxamidine and butyryl chloride following a procedure analogous to that described in Example 8. LC (method 5): tR=1.10 min; Mass spectrum (ESI+): m/z=474 [M+H]+.

Sources & evidence

ORD record: ord-5aad1cb5082745cbad4d0e62e073618a
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08778926B2

Reaction notes

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