5,6-Dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline → (6-Bromo-pyrazolo[1,5-a]pyrimidin-2-yl)-(5,6-dimethoxy-1-methyl-3,4-dihydro-1H-isoquinolin-2-yl)-methanone

HRID 1015161Notes

Reaction equation

HRID 1015161 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.[CH3:14][O:15][C:16]1[C:25]([O:26][CH3:27])=[CH:24][CH:23]=[C:22]2[C:17]=1[CH2:18][CH2:19][NH:20][CH:21]2[CH3:28]>>[Br:1][C:2]1[CH:3]=[N:4][C:5]2[N:6]([N:8]=[C:9]([C:11]([N:20]3[CH2:19][CH2:18][C:17]4[C:22](=[CH:23][CH:24]=[C:25]([O:26][CH3:27])[C:16]=4[O:15][CH3:14])[CH:21]3[CH3:28])=[O:13])[CH:10]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 6060325,6-Dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinolineHCID 7719386-Bromopyrazolo[1,5-a]pyrimidine-2-carboxylic acid

Product 1

HCID 24810731(6-Bromo-pyrazolo[1,5-a]pyrimidin-2-yl)-(5,6-dimethoxy-1-methyl-3,4-dihydro-1H-isoquinolin-2-yl)-methanone

Procedure

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

Sources & evidence

ORD record
ord-13f0d5fb09d545219cec68949351f1ff
Source dataset
uspto-grants-2011_07
Patent number
US07985753B2

Reaction notes

Loading…