5-Methylpyridine-2,3-diamine → HCID 178493173, compound

HRID 722035Notes

Reaction equation

HRID 722035 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([CH2:9][CH2:10][C:11](O)=O)[CH:4]=1.[NH2:14][C:15]1[C:20]([NH2:21])=[CH:19][C:18]([CH3:22])=[CH:17][N:16]=1>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([CH2:9][CH2:10][C:11]2[NH:14][C:15]3=[N:16][CH:17]=[C:18]([CH3:22])[CH:19]=[C:20]3[N:21]=2)[CH:4]=1

Participants

3

Reactant 2

HCID 107018255-Methylpyridine-2,3-diamineHCID 21882727HCID 21882727, compound2×

Product 1

HCID 178493173HCID 178493173, compound

Procedure

Similarly to Example 1, 0.428 g of 3-(4methoxypyridin-2-yl)propionic acid (starting material A1), 0.26 g of 2,3-diamino-5-methylpyridine (Lappin et al., J. Amer. Chem Soc. 72, 2806 (1950) and 8 g of PPA (4 hours at 140° C.) give 0.25 g of the title compound of m.p. 150–152° C. (crystallized from ethyl acetate). The mass spectrum shows the molecular peaks MH+ and 2MNa+ at 269.3 and 559.1 Da.

Workup

  1. custom72, 2806 (1950) and 8 g of PPA (4 hours at 140° C.) give
  2. custom0.25 g of the title compound of m.p. 150–152° C. (crystallized from ethyl acetate)

Sources & evidence

ORD record
ord-f5e0a16b28da4bdfa178310cdba4e680
Source dataset
uspto-grants-2006_11
Patent number
US07138399B2

Reaction notes

Loading…