N,N-Dimethyl-1,3-propanediamine → HCID 20382085, compound

HRID 1448155Notes

Reaction equation

HRID 1448155 reaction equation
Cl[CH:2]1[C:8]2=[N:9][C:10]3[N:15]([CH2:16][CH3:17])[N:14]=[CH:13][C:11]=3[CH:12]=[C:7]2[CH2:6][CH2:5][C:4]2[CH:18]=[CH:19][CH:20]=[CH:21][C:3]1=2.[CH3:22][N:23]([CH3:28])[CH2:24][CH2:25][CH2:26][NH2:27]>>[CH3:22][N:23]([CH3:28])[CH2:24][CH2:25][CH2:26][NH:27][CH:2]1[C:8]2=[N:9][C:10]3[N:15]([CH2:16][CH3:17])[N:14]=[CH:13][C:11]=3[CH:12]=[C:7]2[CH2:6][CH2:5][C:4]2[CH:18]=[CH:19][CH:20]=[CH:21][C:3]1=2

Participants

3

Reactant 2

HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 20382079HCID 20382079, compound

Product 1

HCID 20382085HCID 20382085, compoundYield 76%

Procedure

11.8 g. of 11-chloro-1-ethyl-1,5,6,11-tetrahydrobenzo[5,6]cyclohepta[1,2-b]pyrazolo[4,3-e]pyridine (0.04 mol.), from example 44(a), and 75 ml. of 3-(dimethylamino)propylamine are heated at 120°-125° (bath temperature) for 5.5 hours. Following the procedure of example 44(b), 11 g. (76%) of oily N-[3-(dimethylamino)propyl]-1-ethyl-1,5,6,11-tetrahydrobenzo[5,6]cyclohepta[1,2-b]pyrazolo[4,3-e]pyridin-11-amine are obtained. Treatment with ethereal hydrochloric acid yields N-[3-(dimethylamino)propyl]-1-ethyl-1,5,6,11-tetrahydrobenzo[5,6]cyclohepta[1,2-b]pyrazolo[4,3-e]pyridin-11-amine, hydrochloride (1:2), hydrate (1:2); m.p. 125° (dec.).

Sources & evidence

ORD record
ord-07e8173fd473439a9e5c029fc08922ea
Source dataset
uspto-grants-1979_12
Patent number
US04179564

Reaction notes

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