Butylamine → N-Butyl-6-ethoxy-1-ethyl-1H-pyrazolo[3,4-b]pyrazine-5-carboxamide

HRID 1076555Notes

Reaction equation

HRID 1076555 reaction equation
C(O[C:4]([C:6]1[N:7]=[C:8]2[CH:17]=[N:16][N:15]([CH2:18][CH3:19])[C:9]2=[N:10][C:11]=1[O:12][CH2:13][CH3:14])=[O:5])C.[CH2:20]([NH2:24])[CH2:21][CH2:22][CH3:23]>>[CH2:20]([NH:24][C:4]([C:6]1[N:7]=[C:8]2[CH:17]=[N:16][N:15]([CH2:18][CH3:19])[C:9]2=[N:10][C:11]=1[O:12][CH2:13][CH3:14])=[O:5])[CH2:21][CH2:22][CH3:23]

Participants

3

Reactant 2

HCID 8007ButylamineHCID 542850216-ethoxy-1-ethyl-1H-pyrazolo[3,4-b]-pyrazine-5-carboxylic acid ethyl ester

Product 1

HCID 21537705N-Butyl-6-ethoxy-1-ethyl-1H-pyrazolo[3,4-b]pyrazine-5-carboxamide

Procedure

18 g. of 6-ethoxy-1-ethyl- 1H-pyrazolo[3,4-b]pyrazine-5-carboxylic acid ethyl ester (0.068 mol.), prepared according to Example 1c, are heated with 180 ml. of butylamine in an autoclave at 70° for 5 hours. After vacuum removal of excess butylamine, the residual N-butyl- 6-ethoxy-1-ethyl-1H-pyrazolo-[3,4-b]pyrazine-5-carboxamide is recrystallized from acetonitrile, m.p. 115°-117°. The mother liquor contains N-butyl-6-butyl-amino-1-ethyl-1H-pyrazolo[3,4-b]pyrazine-5-carboxamide (m.p. 128°-129°) which is identical with the compound of Example 4.

Workup

  1. temperatureare heated with 180 ml
  2. customAfter vacuum removal of excess butylamine
  3. customthe residual N-butyl- 6-ethoxy-1-ethyl-1H-pyrazolo-[3,4-b]pyrazine-5-carboxamide is recrystallized from acetonitrile, m.p. 115°-117°

Sources & evidence

ORD record
ord-bf621f328a92495e88c9c8a782bc9114
Source dataset
uspto-grants-1976_05
Patent number
US03957782

Reaction notes

Loading…