2-Pyrazinecarboxylic acid → HCID 13983402, compound

HRID 580483Notes

Reaction equation

HRID 580483 reaction equation
[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[C:7]([OH:9])=O.[NH2:10][C:11]1[CH:20]=[CH:19][C:18]2[C:13](=[N:14][C:15]([Cl:21])=[CH:16][CH:17]=2)[N:12]=1>>[Cl:21][C:15]1[N:14]=[C:13]2[C:18]([CH:19]=[CH:20][C:11]([NH:10][C:7]([C:2]3[CH:3]=[N:4][CH:5]=[CH:6][N:1]=3)=[O:9])=[N:12]2)=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 10472-Pyrazinecarboxylic acidHCID 851997-Chloro-1,8-naphthyridin-2-amine

Product 1

HCID 13983402HCID 13983402, compoundYield 68.4%

Conditions

Temperature
25 °C

Procedure

The procedure is similar to that described in Example 1, but starting with 2-pyrazinecarboxylic acid (7.5 g), N,N'-carbonyldiimidazole (9.7 g) and 2-amino-7-chloro-1,8-naphthyridine (10.8 g). The insoluble product is separated by filtration, washed with tetrahydrofuran (3×50 cc) and then with water (300 cc) and dried in the air. The product is suspended in acetonitrile (100 cc), stirred for 1 hour at 25° C. and separated by filtration, and then dried at 50° C. under reduced pressure (0.07 kPa). N-(7-Chloro-1,8-naphthyridin-2-yl)-2-pyrazinecarboxamide (11.75 g), m.p. 308° C., is thereby obtained.

Workup

  1. customThe insoluble product is separated by filtration
  2. washwashed with tetrahydrofuran (3×50 cc)
  3. dry with materialwith water (300 cc) and dried in the air
  4. customseparated by filtration
  5. customdried at 50° C. under reduced pressure (0.07 kPa)

Sources & evidence

ORD record
ord-bc4b47d6dc4244d08cd26b201ee530c5
Source dataset
uspto-grants-1988_06
Patent number
US04753941

Reaction notes

Loading…