Chloromethyl Methyl Ether → HCID 21948236, compound

HRID 2214488Notes

Reaction equation

CC(C)([O-])C.[K+].[Cl:7][C:8]1[CH:9]=[C:10]([NH:14][C:15]2[N:20]=[C:19]([C:21]3[CH:26]=[CH:25][N:24]=[C:23]([NH:27][CH2:28][CH3:29])[CH:22]=3)[CH:18]=[CH:17][N:16]=2)[CH:11]=[CH:12][CH:13]=1.Cl[CH2:31][O:32][CH3:33]>O1CCCC1>[Cl:7][C:8]1[CH:9]=[C:10]([NH:14][C:15]2[N:20]=[C:19]([C:21]3[CH:26]=[CH:25][N:24]=[C:23]([N:27]([CH2:28][CH3:29])[CH2:31][O:32][CH3:33])[CH:22]=3)[CH:18]=[CH:17][N:16]=2)[CH:11]=[CH:12][CH:13]=1

Participants

Conditions

Temperature: 0 °C

Procedure

Solid potassium-t-butoxide (0.27 g, 2.5 mmol) is added at room temperature to a solution of (3-chloro-phenyl)-[4-(2-ethylamino-pyridin-4-yl)-pyrimidin-2-yl]-amine (0.5 g,1.5 mmol) in dry tetrahydrofurane (15 ml). The resulting solution is cooled to 0° C. and chloromethylmethylether (0.16 g, 2.0 mmol) is added at such a rate that the temperature does not exceed 5° C. After stirring the mixture for 2 hours at room temperature, the solvent is evaporated under reduced pressure and the product is purified by chromatography. The product is obtained in form of slightly yellow crystals, m.p. 114–115° C.

Workup

customdoes not exceed 5° C
customthe solvent is evaporated under reduced pressure
customthe product is purified by chromatography
customThe product is obtained in form of slightly yellow crystals, m.p. 114–115° C.

Sources & evidence

ORD record: ord-e072d204073a4a1eb598987c065ddb13
Source dataset: uspto-grants-2006_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07109197B2

Reaction notes

Loading…