2H-Pyran-3(4H)-one, dihydro- → 3-(5-Chloro-2-fluorophenyl)-1,4,5,7-tetrahydropyrano[3,4-c]pyrazole

HRID 18476

Reaction equation

HRID 18476 reaction equation
FC1C=C(C2C3CN(C(OC(C)(C)C)=O)CCC=3[NH:11][N:10]=2)C=CC=1F.[O:25]1[CH2:30][CH2:29][CH2:28][C:27](=O)[CH2:26]1.[Cl:32][C:33]1[CH:34]=[CH:35][C:36]([F:42])=[C:37]([CH:41]=1)[C:38](Cl)=O>>[Cl:32][C:33]1[CH:34]=[CH:35][C:36]([F:42])=[C:37]([C:38]2[C:28]3[CH2:29][CH2:30][O:25][CH2:26][C:27]=3[NH:10][N:11]=2)[CH:41]=1

Participants

4

Reactant 3

HCID 901092H-Pyran-3(4H)-one, dihydro-HCID 27736045-Chloro-2-fluorobenzoyl chlorideHCID 59345327tert-butyl 3-(3,4-difluorophenyl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxylate

Product 1

HCID 593453293-(5-Chloro-2-fluorophenyl)-1,4,5,7-tetrahydropyrano[3,4-c]pyrazole

Procedure

Intermediate 16C was prepared according to the procedure for the synthesis of intermediate 15 by replacing 1-Boc-4-piperidone with dihydro-2H-pyran-3(4H)-one, and replacing 3,4-difluorobenzoyl chloride with 5-chloro-2-fluorobenzoyl chloride. LCMS (+ESI) m/z=253 [M+H]+.

Sources & evidence

ORD record
ord-dbdbeb6fa9e542b3be984fed265beae6
Source dataset
uspto-grants-2010_06
Patent number
US07741350B1

Linked notes

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