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

HRID 1015149Notes

Reaction equation

HRID 1015149 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.[Br: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:14][C:15]1[CH:24]=[C:23]2[C:18]([CH2:19][CH2:20][N:21]([C:11]([C:9]3[CH:10]=[C:5]4[N:4]=[CH:3][C:2]([Cl:1])=[CH:7][N:6]4[N:8]=3)=[O:13])[CH:22]2[CH3:25])=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 336956786-Chloropyrazolo[1,5-A]pyrimidine-2-carboxylic acidHCID 584164221176414-95-1

Product 1

HCID 24810635(7-Bromo-1-methyl-3,4-dihydro-1H-isoquinolin-2-yl)-(6-chloro-pyrazolo[1,5-a]pyrimidin-2-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 7-Bromo-1-methyl-1,2,3,4-tetrahydro-isoquinoline to provide the title compound in moderate yield.

Sources & evidence

ORD record
ord-4de97a9f8c9b43f4921638bbce1320b3
Source dataset
uspto-grants-2011_07
Patent number
US07985753B2

Reaction notes

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