Reaction equation
[C:1](O)(=O)[CH2:2][CH3:3].[NH2:6][C:7]1[C:12]([NH2:13])=[C:11]([CH3:14])[CH:10]=[CH:9][N:8]=1>>[CH2:2]([C:1]1[NH:13][C:12]2[C:7]([N:6]=1)=[N:8][CH:9]=[CH:10][C:11]=2[CH3:14])[CH3:3]Participants
3
Conditions
- Temperature
- 100 °C
Procedure
A mixture of propionic acid (0.89 ml, 12 mmols), 2,3-diamino-4-picoline (1.23 g, 10 mmol) and polyphosphoric acid (40 g) was heated to 100° C. for 6 hours. Work-up of the reaction and purification of the crude product according to the procedure described in Step 1 of Example 9 gave the desired compound (1.46 g, 90%) as a tan colored solid. 1H NMR (300 MHz, CDCl3): 8.14 (d, 1H, J=5 Hz), 7.01 (d, 1H, J=5 Hz), 3.02 (q, 2H, J=7.8 Hz), 2.69 (s, 3H), 1.45 (t, 3H, J=7.8 Hz).
Sources & evidence
- ORD record
- ord-16503bbcfb0349b0b254f11805c187d2
- Source dataset
- uspto-grants-1992_04
- Patent number
- US05102880
Linked notes
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