3-Pyridinamine, 6-(1,3-dioxolan-2-yl)-4-methyl- → HCID 10082265, compound

HRID 1198731Notes

Reaction equation

HRID 1198731 reaction equation
[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[C:6]1[CH:11]=[C:10]([CH3:12])[C:9]([NH2:13])=[CH:8][N:7]=1.C(Cl)Cl.[CH3:17][CH2:18][OH:19]>>[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[C:6]1[CH:11]=[C:10]([CH3:12])[C:9]([NH:13][C:18](=[O:19])[CH3:17])=[CH:8][N:7]=1

Participants

3

Reactant 2

HCID 102617053-Pyridinamine, 6-(1,3-dioxolan-2-yl)-4-methyl-HCID 21584144Dichloromethane ethanol

Product 1

HCID 10082265HCID 10082265, compound

Procedure

2-(1,3-Dioxolanyl)-4-methyl-5-acetylaminopyridine was prepared from 2-(1,3-dioxolanyl)-4-methyl-5-aminopyridine by the procedure employed for the synthesis of Example XIV. Yield: 0.5 g (82%); mp 98°-99° C.; TLC, Rf 0.65 (CH2Cl2 /EtOH, 10:1, v/v); 1H NMR (90 MHz, CDCl3) δ 2.08 (s, 3H, COCH3), 2.15 (s, 3H, 4-CH3), 4.05 (m, 4H, CH2CH2), 5.72 (s, 1H, 2-CH), 7.30 (s, 1H, 3-H), 8.05 (br s, 1H, NH, D2O exchangeable), 8.58 (s, 1H, 6-H). Anal. (C11H14N2O3) C, H, N.

Workup

  1. customemployed for the synthesis of Example XIV

Sources & evidence

ORD record
ord-473e04320c514c73a8f16497a13eaf8d
Source dataset
uspto-grants-1994_01
Patent number
US05281715

Reaction notes

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