3,7-Dichloro-5-ethylpyrazolo[1,5-a]pyrimidine → 3-Chloro-7-[N-(2'-cyanobiphenyl-4-yl)methyl-N-methylamino]-5-ethylpyrazolo[1,5-a]pyrimidine

HRID 1450384Notes

Reaction equation

HRID 1450384 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][N:5]2[C:10](Cl)=[CH:9][C:8]([CH2:12][CH3:13])=[N:7][C:6]=12.[C:14]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[C:22]1[CH:27]=[CH:26][C:25]([CH2:28][NH:29][CH3:30])=[CH:24][CH:23]=1)#[N:15]>C(O)C>[Cl:1][C:2]1[CH:3]=[N:4][N:5]2[C:10]([N:29]([CH2:28][C:25]3[CH:26]=[CH:27][C:22]([C:17]4[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=4[C:14]#[N:15])=[CH:23][CH:24]=3)[CH3:30])=[CH:9][C:8]([CH2:12][CH3:13])=[N:7][C:6]=12

Participants

4

Reactant 2

HCID 106324843,7-Dichloro-5-ethylpyrazolo[1,5-a]pyrimidineHCID 15337416N-(2'-Cyanobiphenyl-4-yl)methyl-N-methyl amine

Product 1

HCID 199759943-Chloro-7-[N-(2'-cyanobiphenyl-4-yl)methyl-N-methylamino]-5-ethylpyrazolo[1,5-a]pyrimidine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3.1 g (14.4 mmol) of the chloro compound (Example 3, Step A) and 3.2 g (14.4 mmol) of the amine (Example 1, Step C) were heated in 75 ml ethanol according to Example 4, Step C. The title compound was obtained as an oil after chromatography (silica gel; dichloromethane with ascending polarity by addition of up to 3% ethanol).

Sources & evidence

ORD record
ord-9ded4c1964454b48b581479d0c95262c
Source dataset
uspto-grants-1997_02
Patent number
US05602137

Reaction notes

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