1-Methylcyclopropane-1-carbonyl chloride → HCID 71208707, compound

HRID 1622291Notes

Reaction equation

HRID 1622291 reaction equation
[OH:1][NH:2][C:3]([N:5]1[CH2:10][CH2:9][CH:8]([C@@H: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].[CH3:30][C:31]1([C:34](Cl)=O)[CH2:33][CH2:32]1>>[CH3:28][S:25]([N:22]1[CH2:21][CH:20]=[C:19]([C:17]2[CH:18]=[C:13]3[CH2:12][C@H:11]([CH:8]4[CH2:9][CH2:10][N:5]([C:3]5[N:4]=[C:30]([C:31]6([CH3:34])[CH2:33][CH2:32]6)[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

3

Reactant 2

HCID 127899391-Methylcyclopropane-1-carbonyl chlorideHCID 178504932HCID 178504932, compound

Product 1

HCID 71208707HCID 71208707, compound

Procedure

The title compound is prepared from (R)—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 (Intermediate 45; the configuration of the stereocenter is arbitrarily assigned) and 1-methyl-cyclopropanecarbonyl chloride following a procedure analogous to that described in Example 8. LC (method 6): tR=1.53 min; Mass spectrum (ESI+): m/z=486 [M+H]+.

Sources & evidence

ORD record
ord-0b0779f0c11c47ea8c5c073699aac92d
Source dataset
uspto-grants-2014_07
Patent number
US08778926B2

Reaction notes

Loading…