Hydrochloric Acid → HCID 86723846, compound

HRID 576745Notes

Reaction equation

[Si]([O:18][CH2:19][C@H:20]([N:22]1[C:27](=[O:28])[CH:26]=[CH:25][N:24]([C:29]2[CH:34]=[CH:33][CH:32]=[C:31]([C:35]([F:38])([F:37])[F:36])[CH:30]=2)[C:23]1=[O:39])[CH3:21])(C(C)(C)C)(C1C=CC=CC=1)C1C=CC=CC=1.Cl>C(O)C>[OH:18][CH2:19][C@H:20]([N:22]1[C:27](=[O:28])[CH:26]=[CH:25][N:24]([C:29]2[CH:34]=[CH:33][CH:32]=[C:31]([C:35]([F:38])([F:36])[F:37])[CH:30]=2)[C:23]1=[O:39])[CH3:21]

Participants

Conditions

Temperature: 90 °C

Procedure

To a solution of (R)-3-[1-(tert-butyldiphenylsilyloxy)propane-2-yl]-1-(3-trifluoromethylphenyl)pyrimidin-2,4(1H,3H)-dione (prepared in Reference Example 101) (7.1 g) in ethanol (50.0 ml) was added 1N hydrochloric acid (64.0 ml) and the resulting mixture was stirred at 90° C. for two hours. The reaction mixture was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (eluent: ethyl acetate/methanol) to afford (R)-3-(1-hydroxypropan-2-yl)-1-(3-trifluoromethylphenyl)pyrimidin-2,4(1H,3H)-dione (2.6 g).

Workup

concentrationThe reaction mixture was concentrated under reduced pressure
customthe residue was purified by silica gel column chromatography (eluent: ethyl acetate/methanol)

Sources & evidence

ORD record: ord-ede9b15818044f0d9e292696bbe010db
Source dataset: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09040516B2

Reaction notes

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