1-Propanesulfonyl chloride → (rac)-Propane-1-sulfonic acid [4-(4-trifluoromethyl-phenyl)-6,7-dihydro-5H-[2]pyrindin-7-yl]-amide

HRID 714104Notes

Reaction equation

HRID 714104 reaction equation
[F:1][C:2]([F:26])([F:25])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:17]3[CH2:16][CH2:15][CH:14]([NH:18][S:19]([CH:22]4[CH2:24][CH2:23]4)(=[O:21])=[O:20])[C:13]=3[CH:12]=[N:11][CH:10]=2)=[CH:5][CH:4]=1.C(S(Cl)(=O)=O)CC>>[F:26][C:2]([F:1])([F:25])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:17]3[CH2:16][CH2:15][CH:14]([NH:18][S:19]([CH2:22][CH2:23][CH3:24])(=[O:21])=[O:20])[C:13]=3[CH:12]=[N:11][CH:10]=2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 662791-Propanesulfonyl chlorideHCID 71811494(rac)-Cyclopropanesulfonic acid [4-(4-trifluoromethyl-phenyl)-6,7-dihydro-5H-[2]pyrindin-7-yl]-amide

Product 1

HCID 71811492(rac)-Propane-1-sulfonic acid [4-(4-trifluoromethyl-phenyl)-6,7-dihydro-5H-[2]pyrindin-7-yl]-amideYield 5%

Procedure

In analogy to the procedure described for the preparation of (rac)-cyclopropanesulfonic acid [4-(4-trifluoromethyl-phenyl)-6,7-dihydro-5H-[2]pyrindin-7-yl]-amide (example 94), replacing cyclopropanesulfonyl chloride with propane-1-sulfonyl chloride. The title compound was obtained as a light brown oil in 5% yield. MS: 385.5 (M+H)+.

Sources & evidence

ORD record
ord-c48ac7c6eea74be09355003d7cbf1e15
Source dataset
uspto-grants-2015_11
Patent number
US09187429B2

Reaction notes

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