6-Chloropyrazolo[1,5-A]pyrimidine-2-carboxylic acid → (6-Chloro-pyrazolo[1,5-a]pyrimidin-2-yl)-(2-fluoro-4-methyl-6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)-methanone

HRID 550662Notes

Reaction equation

HRID 550662 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][C:5]2[N:6]([N:8]=[C:9]([C:11]([OH:13])=O)[CH:10]=2)[CH:7]=1.[F:14][C:15]1[S:23][C:22]2[CH2:21][CH2:20][NH:19][CH:18]([CH3:24])[C:17]=2[CH:16]=1>>[Cl:1][C:2]1[CH:3]=[N:4][C:5]2[N:6]([N:8]=[C:9]([C:11]([N:19]3[CH2:20][CH2:21][C:22]4[S:23][C:15]([F:14])=[CH:16][C:17]=4[CH:18]3[CH3:24])=[O:13])[CH:10]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 336956786-Chloropyrazolo[1,5-A]pyrimidine-2-carboxylic acidHCID 671901662-Fluoro-4-methyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridine

Product 1

HCID 24899494(6-Chloro-pyrazolo[1,5-a]pyrimidin-2-yl)-(2-fluoro-4-methyl-6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)-methanone

Procedure

In close analogy to the procedure described in Example 1, 6-chloro-pyrazolo[1,5-a]pyrimidine-2-carboxylic acid is reacted with 2-fluoro-4-methyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridine to provide the title compound in moderate yield.

Sources & evidence

ORD record
ord-320d6905b2d648729644783fe1c222c5
Source dataset
uspto-grants-2011_05
Patent number
US07947689B2

Reaction notes

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