6-Bromopyrazolo[1,5-a]pyrimidine-2-carboxylic acid → (6-Bromo-pyrazolo[1,5-a]pyrimidin-2-yl)-(7-chloro-1-methyl-3,4-dihydro-1H-isoquinolin-2-yl)-methanone

HRID 1015192Notes

Reaction equation

HRID 1015192 reaction equation
[Br: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.[Cl:14][C:15]1[CH:24]=[C:23]2[C:18]([CH2:19][CH2:20][NH:21][CH:22]2[CH3:25])=[CH:17][CH:16]=1>>[Br:1][C:2]1[CH:3]=[N:4][C:5]2[N:6]([N:8]=[C:9]([C:11]([N:21]3[CH2:20][CH2:19][C:18]4[C:23](=[CH:24][C:15]([Cl:14])=[CH:16][CH:17]=4)[CH:22]3[CH3:25])=[O:13])[CH:10]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 7719386-Bromopyrazolo[1,5-a]pyrimidine-2-carboxylic acidHCID 18613788HCID 18613788, compound

Product 1

HCID 58416307(6-Bromo-pyrazolo[1,5-a]pyrimidin-2-yl)-(7-chloro-1-methyl-3,4-dihydro-1H-isoquinolin-2-yl)-methanoneYield 46%

Procedure

In close analogy to the procedure described in Example 1, 6-bromo-pyrazolo[1,5-a]pyrimidine-2-carboxylic acid is reacted with 7-Chloro-1-methyl-1,2,3,4-tetrahydro-isoquinoline to provide the title compound.

Sources & evidence

ORD record
ord-4b8a54bc8ceb476e976baee7b49bdaba
Source dataset
uspto-grants-2011_07
Patent number
US07985753B2

Reaction notes

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