Hydrochloric Acid → HCID 86696691, compound

HRID 2365837Notes

Reaction equation

Cl[C:2]1[C:7]([F:8])=[C:6]([C:9]2[CH:14]=[CH:13][N:12]=[C:11]([NH:15][CH:16]3[CH2:21][CH2:20][O:19][CH2:18][CH2:17]3)[N:10]=2)[CH:5]=[CH:4][N:3]=1.Cl.[OH2:23]>>[F:8][C:7]1[C:2](=[O:23])[NH:3][CH:4]=[CH:5][C:6]=1[C:9]1[CH:14]=[CH:13][N:12]=[C:11]([NH:15][CH:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)[N:10]=1

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 962Water

HCID 86696692HCID 86696692, compound

Product 1

HCID 86696691HCID 86696691, compoundYield 75.1%

Conditions

Temperature: 140 °C

Procedure

4-(2-Chloro-3-fluoropyridin-4-yl)-N-(tetrahydro-2H-pyran-4-yl)pyrimidin-2-amine (0.08 g, 0.259 mmol) and 1M HCl (3.89 mL, 3.89 mmol) were added to a microwave vial. The vial was heated in a microwave at 140° C. for a total of 10 hours in 2 hour segments. The reaction mixture was diluted with water, and the desired 3-fluoro-4-(2-((tetrahydro-2H-pyran-4-yl)amino)pyrimidin-4-yl)pyridin-2(1H)-one (0.0565 g, 0.195 mmol, 75.1% yield) was collected by vacuum filtration.

Sources & evidence

ORD record: ord-cf65dbeb47cb4d45b2581ff8ea9bc679
Source dataset: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08697715B2

Reaction notes

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