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

HRID 1015153Notes

Reaction equation

HRID 1015153 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][C@H:15]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH2:18][CH2:17][NH:16]1>>[Br:1][C:2]1[CH:3]=[N:4][C:5]2[N:6]([N:8]=[C:9]([C:11]([N:16]3[CH2:17][CH2:18][C:19]4[C:24](=[CH:23][CH:22]=[CH:21][CH:20]=4)[C@@H:15]3[CH3:14])=[O:13])[CH:10]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 7719386-Bromopyrazolo[1,5-a]pyrimidine-2-carboxylic acidHCID 11205845(S)-1-methyl-1,2,3,4-tetrahydroisoquinoline

Product 1

HCID 24810683(6-Bromo-pyrazolo[1,5-a]pyrimidin-2-yl)-((S)1-methyl-3,4-dihydro-1H-isoquinolin-2yl)-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 1-(S)-Methyl-1,2,3,4-tetrahydro-isoquinoline to provide the title compound in moderate yield.

Sources & evidence

ORD record
ord-56bec1245bc2467895d75d4211b133c5
Source dataset
uspto-grants-2011_07
Patent number
US07985753B2

Reaction notes

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