3-Bromo-5,6,7,8-tetrahydro-1,6-naphthyridine → (3-Bromo-7,8-dihydro-5H-[1,6]naphthyridin-6-yl)-(6-chloro-pyrazolo[1,5-a]pyrimidin-2-yl)-methanone

HRID 1015165Notes

Reaction equation

HRID 1015165 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:16]=[N:17][C:18]2[CH2:19][CH2:20][NH:21][CH2:22][C:23]=2[CH:24]=1>>[Br:14][C:15]1[CH:16]=[N:17][C:18]2[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])[CH2:22][C:23]=2[CH:24]=1

Participants

3

Reactant 2

HCID 177503983-Bromo-5,6,7,8-tetrahydro-1,6-naphthyridineHCID 336956786-Chloropyrazolo[1,5-A]pyrimidine-2-carboxylic acid

Product 1

HCID 24810736(3-Bromo-7,8-dihydro-5H-[1,6]naphthyridin-6-yl)-(6-chloro-pyrazolo[1,5-a]pyrimidin-2-yl)-methanoneYield 66%

Procedure

In close analogy to the procedure described in Example 1, 6-chloro-pyrazolo[1,5-a]pyrimidine-2-carboxylic acid is reacted with 3-Bromo-5,6,7,8-tetrahydro-[1,6]naphthyridine to provide the title compound.

Sources & evidence

ORD record
ord-cb617318b52442fabdb593fdf679b2e1
Source dataset
uspto-grants-2011_07
Patent number
US07985753B2

Reaction notes

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