2-Pyridinemethanamine → HCID 69033243, compound
Reaction equation
[C:1]1([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:6]=[CH:5][C:4]([NH:7][CH2:8][C:9]2[C:14]([C:15]([N:17]([CH:21]([CH3:23])[CH3:22])[CH:18]([CH3:20])[CH3:19])=[O:16])=[C:13](F)[N:12]=[CH:11][CH:10]=2)=[CH:3][CH:2]=1.CC[N:33]([CH:37]([CH3:39])C)[CH:34]([CH3:36])C.[NH2:40][CH2:41][C:42]1C=CC=CN=1>CC(O)(C)C>[C:1]1([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:6]=[CH:5][C:4]([NH:7][CH2:8][C:9]2[C:14]([C:15]([N:17]([CH:21]([CH3:23])[CH3:22])[CH:18]([CH3:20])[CH3:19])=[O:16])=[C:13]([NH:40][CH2:41][C:42]3[CH:36]=[CH:34][N:33]=[CH:37][CH:39]=3)[N:12]=[CH:11][CH:10]=2)=[CH:3][CH:2]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 200 °C
Procedure
To a microwave tube was added 4-(biphenyl-4-ylaminomethyl)-2-fluoro-N,N-diisopropyl-nicotinamide (240 mg, 0.59 mmol, Step B), t-BuOH (3 mL), DIEA (1 mL, and aminomethyl pyridine (0.2 mL). The contents of the microwave tube were stirred for 5 min and subjected to microwave heating at 200° C. for 1 h. The volatiles were removed under reduced pressure, and the residue was purified by flash column chromatography (15% MeOH in EtOAc). MS (ES+): 494.2 (M+H)+.
Workup
- customThe volatiles were removed under reduced pressure
- customthe residue was purified by flash column chromatography (15% MeOH in EtOAc)
Sources & evidence
- ORD record
- ord-294ee24b3f6b4efd8c719ab9dd691400
- Source dataset
- uspto-grants-2008_01
- Patent number
- US07320992B2
Reaction notes
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