Methanol → HCID 57614150, compound

HRID 408839Notes

Reaction equation

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

Participants

Conditions

Temperature: 140 °C

Procedure

5-Chloro-6-(4-fluorophenyl)[1,3]thiazolo[5,4-d]pyrimidin-7(6H)-one (0.2 mmol) and 2.4-difluorophenol (0.4 mmol) are added to a vial, and the sealed mixture is heated with stirring at 140° C. for 48 h. Silica gel column chromatography (MeOH:CH2Cl2=0.5:99.5) gives the title compound as a slightly yellow solid. 1H NMR (400 MHz, CDCl3) 8.70 (1H, s), 7.36 (2H, m), 7.26 (2H, m), 7.14 (1H, m), 6.94 (2H, m). MS (M+1): 376.03; RT=1.33 min.

Workup

temperatureis heated

Sources & evidence

ORD record: ord-a400e35dbac7457998fa9ef15eca839e
Source dataset: uspto-grants-2014_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08759361B2

Reaction notes

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