6-Methyl-2-nitropyridin-3-ol → HCID 178475862, compound
Reaction equation
[C:1]([OH:4])(=[O:3])[CH3:2].N=C1CC(C)CCN1.[OH:13][C:14]1[C:15]([N+:21]([O-])=O)=[N:16][C:17]([CH3:20])=[CH:18][CH:19]=1>>[C:1]([OH:4])(=[O:3])[CH3:2].[OH:13][CH:14]1[CH2:19][CH2:18][CH:17]([CH3:20])[NH:16][C:15]1=[NH:21]Participants
3
Procedure
The method of preparation of 2-imino-4-methylpiperidine acetate was used to convert 3-hydroxy-6-methyl-2-nitropyridine to the title compound except the reaction was run at 55° C. Product was obtained as a dark solid which was recrystallized from EtOH/EtOAc to give light amber crystals. The analysis of the product was found to be consistent with the proposed structure. m.p. 158-160° C. MH+=129; 1H NMR (D2O): δ4.40-4.30 (m, 1H); 3.60-3.40 (m, 1H); 2.00-1.40 (m, 4H); 1.72 (s, 3H); 1.10 (d, J=7 Hz, 3H).
Sources & evidence
- ORD record
- ord-c755f41b48f84d03b8c3bb87b517cb6e
- Source dataset
- uspto-grants-2000_04
- Patent number
- US06046211
Reaction notes
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