Hydrochloric Acid → HCID 67199366, compound

HRID 550798Notes

Reaction equation

[Cl:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([C:9]2[N:10]=[C:11]([N:20]3[CH2:25][CH2:24][C:23](=[CH:26][C:27]([O:29]CC)=[O:28])[CH2:22][CH2:21]3)[C:12]3[CH2:17][S:16](=[O:19])(=[O:18])[CH2:15][C:13]=3[N:14]=2)=[C:4]([F:32])[CH:3]=1.Cl>C1COCC1>[ClH:1].[Cl:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([C:9]2[N:10]=[C:11]([N:20]3[CH2:25][CH2:24][C:23](=[CH:26][C:27]([OH:29])=[O:28])[CH2:22][CH2:21]3)[C:12]3[CH2:17][S:16](=[O:18])(=[O:19])[CH2:15][C:13]=3[N:14]=2)=[C:4]([F:32])[CH:3]=1

Participants

Conditions

Temperature: 90 °C

Procedure

A mixture of 390 mg of ethyl {1-[2-(4-chloro-2,5-difluorophenyl)-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-4-yl]piperidin-4-ylidene}acetate, 10 ml of 6M hydrochloric acid aqueous solution, and 10 ml of THF was stirred at 90° C. for 5.5 hours. The solvent was distilled off under reduced pressure, and the resultant solid was recrystallized from water-acetonitrile to yield 126 mg of {1-[2-(4-chloro-2,5-difluorophenyl)-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-4-yl]piperidin-4-ylidene}acetic acid hydrochloride.

Workup

distillationThe solvent was distilled off under reduced pressure
customthe resultant solid was recrystallized from water-acetonitrile

Sources & evidence

ORD record: ord-b3315ce6fae24a938d09497469160e29
Source dataset: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07947690B2

Reaction notes

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