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

HRID 1015155Notes

Reaction equation

HRID 1015155 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]=[CH:23][CH:22]=[C:21]2[C:16]=1[CH2:17][CH2:18][NH:19][CH:20]2[CH3:25]>>[Br:14][C:15]1[CH:24]=[CH:23][CH:22]=[C:21]2[C:16]=1[CH2:17][CH2:18][N:19]([C:11]([C:9]1[CH:10]=[C:5]3[N:4]=[CH:3][C:2]([Cl:1])=[CH:7][N:6]3[N:8]=1)=[O:13])[CH:20]2[CH3:25]

Participants

3

Reactant 2

HCID 336956786-Chloropyrazolo[1,5-A]pyrimidine-2-carboxylic acidHCID 596625945-Bromo-1,2,3,4-tetrahydro-1-methylisoquinoline

Product 1

HCID 58416390(5-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 5-Bromo-1-methyl-1,2,3,4-tetrahydro-isoquinoline to provide the title compound in moderate yield.

Sources & evidence

ORD record
ord-811ebba312c948cb88ad7971e9649870
Source dataset
uspto-grants-2011_07
Patent number
US07985753B2

Reaction notes

Loading…