Ethyl Acetate → HCID 56655832, compound

HRID 1622807Notes

Reaction equation

Cl[CH2:2][CH2:3][S:4](Cl)(=[O:6])=[O:5].[CH3:8][C:9]1[CH:28]=[CH:27][C:12]([O:13][C:14]2[CH:19]=[CH:18][C:17]([C:20]3[C:21]([NH2:26])=[N:22][CH:23]=[CH:24][CH:25]=3)=[CH:16][CH:15]=2)=[CH:11][CH:10]=1.CCOC(C)=O>CN(C)C(=O)C>[CH3:8][C:9]1[CH:10]=[CH:11][C:12]([O:13][C:14]2[CH:19]=[CH:18][C:17]([C:20]3[C:21]4=[N:26][S:4](=[O:6])(=[O:5])[CH2:3][CH2:2][N:22]4[CH:23]=[CH:24][CH:25]=3)=[CH:16][CH:15]=2)=[CH:27][CH:28]=1

Participants

Conditions

Temperature: 70 °C

Procedure

2-Chloroethanesulfonyl chloride (0.885 g) in N,N-dimethylacetoamide (7.0 mL) was added dropwise to a solution of 3-[4-(4-methylphenoxy)phenyl]pyridin-2-amine (1.00 g) in N,N-dimethylacetoamide (3.0 mL) at 0° C. The mixture was stirred at 70° C. under N2 overnight. EtOAc and IPE was added dropwise to the mixture at room temperature. The solid was isolated by filtration and washed with water, IPE and EtOAc to give the title compound (1.07 g) as a gray solid.

Workup

customThe solid was isolated by filtration
washwashed with water, IPE and EtOAc

Sources & evidence

ORD record: ord-01e04349e0cf47ebaa9c878a141cfa4e
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08778934B2

Reaction notes

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