Isobutyric Acid → HCID 19012221, compound

HRID 1729417Notes

Reaction equation

[NH2:1][C:2]1[C:7]([NH2:8])=[C:6]([CH3:9])[CH:5]=[CH:4][N:3]=1.[C:10](O)(=O)[CH:11]([CH3:13])[CH3:12]>>[CH:11]([C:13]1[NH:8][C:7]2[C:2]([N:1]=1)=[N:3][CH:4]=[CH:5][C:6]=2[CH3:9])([CH3:12])[CH3:10]

Participants

Reactant 2

HCID 6590Isobutyric Acid

HCID 3174954-Methylpyridine-2,3-diamine

Product 1

HCID 19012221HCID 19012221, compound

Procedure

The title compound was prepared from 2,3-diamino-4-picoline (0.246 g, 2 mmol) and isobutyric acid (0.19 ml, 2 mmol) according to the procedure described in Step 1 of Example 9. The crude product was purified by flash chromatography on silica-gel using EtOAc-MeOH (20:1) to give the pure product (0.25 g, 72%) as a tan colored solid. 1H NMR (300 MHz, CDCl3): 8.21 (d, 1H, J=5 Hz), 7.05 (d, 1H, J=5 Hz), 3.40 (m, 1H), 2.71 (s, 3H), 1.55 (d, 6H, J=7 Hz). FAB-MS: m/e 176 (M+H).

Workup

customThe crude product was purified by flash chromatography on silica-gel

Sources & evidence

ORD record: ord-c5435af77a4f457a94bc332023eb66c3
Source dataset: uspto-grants-1994_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05332744

Reaction notes

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