Ethyl Acetate → HCID 56655832, compound

HRID 1405874Notes

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-d2769e9e48564e25b68d1d209e7d5c39
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08916551B2

Reaction notes

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