HCID 57897903, compound → HCID 11634464, compound

HRID 1693506Notes

Reaction equation

HRID 1693506 reaction equation
C(O[C:4]([CH:6]1[CH:10]([NH2:11])[N:9]([CH:12]2[CH2:17][CH2:16][S:15][CH2:14][CH2:13]2)[N:8]=[CH:7]1)=[O:5])C.[Br:18][C:19]1[CH:24]=[CH:23][C:22]([N:25]=[C:26](Cl)[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=2[F:33])=[CH:21][CH:20]=1>>[Br:18][C:19]1[CH:20]=[CH:21][C:22]([N:25]2[C:4](=[O:5])[C:6]3[CH:7]=[N:8][N:9]([CH:12]4[CH2:13][CH2:14][S:15][CH2:16][CH2:17]4)[C:10]=3[N:11]=[C:26]2[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=2[F:33])=[CH:23][CH:24]=1

Participants

3

Reactant 2

HCID 57897903HCID 57897903, compoundHCID 86241240HCID 86241240, compound

Product 1

HCID 11634464HCID 11634464, compound

Procedure

5-(4-Bromo-phenyl)-6-(2-fluoro-phenyl)-1-(tetrahydro-thiopyran-4-yl)-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one is prepared from 5-amino-1-(tetrahydro-thiopyran-4-yl)-4,5-dihydro-1H-pyrazole-4-carboxylic acid ethyl ester and N-(4-bromo-phenyl)-2-fluoro-benzimidoyl chloride by following the procedure described in example 2. The crude is purified by preparative LC/MS to provide the titled compound 5-(4-bromo-phenyl)-6-(2-fluoro-phenyl)-1-(tetrahydro-thiopyran-4-yl)-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one as white solid. HPLC-MS calculated for C22H18BrFN4OS (M+H+): 485.0. Found: 485.0.

Workup

  1. customThe crude is purified by preparative LC/MS

Sources & evidence

ORD record
ord-56ca1932af6946f2a70d3c51b1b433b9
Source dataset
uspto-grants-2012_04
Patent number
US08158634B2

Reaction notes

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