Isoamyl Nitrite → 5-[(2,3-difluorophenyl)methylsulfanyl]-4H-[1,3]thiazolo[4,5-d]pyrimidin-7-one

HRID 393187

Reaction equation

N[C:2]1[S:3][C:4]2[C:9](=[O:10])[N:8]=[C:7]([S:11][CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[C:14]=3[F:20])[NH:6][C:5]=2[N:21]=1.N(OCCC(C)C)=O>O1CCCC1>[F:20][C:14]1[C:15]([F:19])=[CH:16][CH:17]=[CH:18][C:13]=1[CH2:12][S:11][C:7]1[NH:6][C:5]2[N:21]=[CH:2][S:3][C:4]=2[C:9](=[O:10])[N:8]=1

Participants

Conditions

Temperature: 70 °C

Procedure

To a solution of the product from Example 3 (1.0 g) in tetrahydrofuran (50 ml) was added isoamyl nitrite (3 ml) and the mixture heated at 70° C. for 2 hours. The mixture was evaporated to dryness and purified (SiO2, ethyl acetate:chloroform 1:9 as eluant) to give the title compound (0.61 g).

Workup

customThe mixture was evaporated to dryness
custompurified (SiO2, ethyl acetate:chloroform 1:9 as eluant)

Sources & evidence

ORD record: ord-c792922a2bd44266a5306908a7a0f287
Source dataset: uspto-grants-2004_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06806273B1

Linked notes

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