Trifluoroacetic acid → 4,6-Bis (1,1-dimethylethyl)-5-hydroxy-2-pyrimidine carbonitrile

HRID 1707979

Reaction equation

[CH3:1][C:2]([C:5]1[C:10]([O:11]COCCOC)=[C:9]([C:18]([CH3:21])([CH3:20])[CH3:19])[N:8]=[C:7]([C:22]#[N:23])[N:6]=1)([CH3:4])[CH3:3].FC(F)(F)C(O)=O>>[CH3:4][C:2]([C:5]1[C:10]([OH:11])=[C:9]([C:18]([CH3:21])([CH3:20])[CH3:19])[N:8]=[C:7]([C:22]#[N:23])[N:6]=1)([CH3:1])[CH3:3]

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 199229864,6-Bis(1,1-dimethylethyl)-5-[(2-methoxyethoxy)-methoxy]-2-pyrimidinecarbonitrile

Product 1

HCID 152948974,6-Bis (1,1-dimethylethyl)-5-hydroxy-2-pyrimidine carbonitrileYield 68.2%

Procedure

According to the procedure of Example 18, 4,6-bis (1,1-dimethylethyl)-5-[(2-methoxyethoxy)-methoxy]-2-pyrimidine carbonitrile (9.1 g, 28.3 mmol) is treated with trifluoroacetic acid to give 4,6-bis (1,1-dimethylethyl)-5-hydroxy-2-pyrimidine carbonitrile (4.5 g, 68%); mp 203°-205° C.

Sources & evidence

ORD record: ord-436bc5199a544bd2a820128beee35ebb
Source dataset: uspto-grants-1994_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05356898

Linked notes

Loading…