Diisopropylethylamine → Imidazo(4,5-b)pyridine
Reaction equation
[NH2:1][C:2]1[C:7]([C:8]#N)=[C:6](Cl)[N:5]=[CH:4][N:3]=1.[CH3:11]CN(C(C)C)C(C)C>C(O)CCC>[NH:5]1[C:6]2[CH:7]=[CH:8][CH:11]=[N:1][C:2]=2[N:3]=[CH:4]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 110 °C
Procedure
A mixture of 4-amino-6-chloropyrimidine-5-carbonitrile (B) (1.0 eqv.), C-5 (1.0 eqv.) and DIEA (3.0 eqv.) in n-butanol was stirred at 110° C. for overnight. The reaction was monitored by TLC, after completion of reaction the reaction mixture was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel using 0 to 10% gradient of MeOH in DCM as eluent to give C-6.
Workup
- customafter completion of reaction the reaction mixture
- concentrationwas concentrated under reduced pressure
- customThe residue was purified by column chromatography on silica gel using 0 to 10% gradient of MeOH in DCM as eluent
- customto give C-6
Sources & evidence
- ORD record
- ord-0a20b624b4dc4ef88f5cf3ba113b9f0f
- Source dataset
- uspto-grants-2013_11
- Patent number
- US08575183B2
Reaction notes
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