N,N-Dimethyl-1,3-propanediamine → HCID 86734965, compound

HRID 259409Notes

Reaction equation

HRID 259409 reaction equation
Cl.C(O[C:5]1[C:6]2[C:7](=[N:16][N:17]([CH3:19])[CH:18]=2)[N:8]=[CH:9][C:10]=1[C:11]([O:13][CH2:14][CH3:15])=[O:12])C.[CH3:20][N:21]([CH3:26])[CH2:22][CH2:23][CH2:24][NH2:25]>>[CH3:20][N:21]([CH3:26])[CH2:22][CH2:23][CH2:24][NH:25][C:5]1[C:6]2[C:7](=[N:16][N:17]([CH3:19])[CH:18]=2)[N:8]=[CH:9][C:10]=1[C:11]([O:13][CH2:14][CH3:15])=[O:12]

Participants

3

Reactant 2

HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 92019408HCID 92019408, compound

Product 1

HCID 86734965HCID 86734965, compound

Procedure

2.9 (0.01 mole) of 4-ethoxy-2-methyl-2H-pyrazolo[3,4-b]-pyridine-5-carboxylic acid, ethyl ester, hydrochloride from Example 2 and 10 ml. of (3-dimethylaminopropyl)amine are refluxed for 3 hours. The excess of amine is removed in vacuo and the residue is treated with 10 ml. of cold water. 2.3 g. of 4-[(3-dimethylaminopropyl)amino]-2-methyl-2H-pyrazolo[3,4-b]-pyridine-5-carboxylic acid, ethyl ester; m.p. 61°-63° (methanol/water); is removed by filtration.

Workup

  1. customThe excess of amine is removed in vacuo
  2. additionthe residue is treated with 10 ml
  3. customis removed by filtration

Sources & evidence

ORD record
ord-b57bfb1c76aa4893b357db8aab6a13d1
Source dataset
uspto-grants-1977_07
Patent number
US04038283

Reaction notes

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