Water → 3-{3-[5-(2-morpholin-4-ylethoxy)pyrimidin-2-yl]benzyl}-5-trifluoromethyl-3H-benzothiazol-2-one

HRID 330800Notes

Reaction equation

[F:1][C:2]([F:14])([F:13])[C:3]1[CH:4]=[CH:5][C:6]2[S:10][C:9](=[O:11])[NH:8][C:7]=2[CH:12]=1.Cl.Cl[CH2:17][C:18]1[CH:19]=[C:20]([C:24]2[N:29]=[CH:28][C:27]([O:30][CH2:31][CH2:32][N:33]3[CH2:38][CH2:37][O:36][CH2:35][CH2:34]3)=[CH:26][N:25]=2)[CH:21]=[CH:22][CH:23]=1.C(=O)([O-])[O-].[K+].[K+].O>C(#N)C>[N:33]1([CH2:32][CH2:31][O:30][C:27]2[CH:28]=[N:29][C:24]([C:20]3[CH:19]=[C:18]([CH:23]=[CH:22][CH:21]=3)[CH2:17][N:8]3[C:7]4[CH:12]=[C:3]([C:2]([F:1])([F:13])[F:14])[CH:4]=[CH:5][C:6]=4[S:10][C:9]3=[O:11])=[N:25][CH:26]=2)[CH2:34][CH2:35][O:36][CH2:37][CH2:38]1

Participants

Conditions

Temperature: 70 °C

Procedure

A suspension of 89 mg (0.405 mmol) of 5-trifluoromethyl-3H-benzothiazol-2-one, 150 mg (0.405 mmol) of 4-{2-[2-(3-chloromethylphenyl)pyrimidin-5-yl-oxy]ethyl}morpholine hydrochloride and 286 mg (2.02 mmol) of potassium carbonate in 8 ml of acetonitrile are stirred at 70° C. for 5 days. 30 ml of water are added to the reaction mixture, with a precipitate slowly forming. The precipitate is filtered off with suction, washed with water and dried.

Workup

customslowly forming
filtrationThe precipitate is filtered off with suction
washwashed with water
customdried

Sources & evidence

ORD record: ord-d6e890e927a2402ab0aae87c0d87fe88
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08877751B2

Reaction notes

Loading…