Hydrochloric Acid → HCID 131711221, compound

HRID 1448154Notes

Reaction equation

HRID 1448154 reaction equation
[Cl:1][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.[CH2:22]([NH2:26])[CH2:23][CH2:24][CH3:25].Cl>C(OC(=O)C)C>[ClH:1].[CH2:22]([NH:26][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)[CH2:23][CH2:24][CH3:25]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8007ButylamineHCID 20382079HCID 20382079, compound2×

Product 1

HCID 131711221HCID 131711221, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

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 part (a), and 75 ml. of butylamine are refluxed for 5.5 hours. After evaporation of excessive butylamine, the residue is shaken with 100 ml. of water and 100 ml. of ether. The separated ethereal solution is washed twice with 50 ml. of water, treated with charcoal, dried with Na2SO4 and then evaporated to yield 8.7 g. of an oil. This material is dissolved in 125 ml. of ethylacetate and 5 ml. of ethereal hydrochloric acid (195 g./l.) are added to precipitate 8.4 g. of N-butyl-1-ethyl-1,5,6,11-tetrahydrobenzo[5,6]cyclohepta[1,2-b]pyrazolo[4,3-e]pyridin-11-amine, hydrochloride (1:1); m.p. 231°-233° (dec.).

Workup

  1. customAfter evaporation of excessive butylamine
  2. washThe separated ethereal solution is washed twice with 50 ml
  3. additionof water, treated with charcoal
  4. dry with materialdried with Na2SO4
  5. customevaporated
  6. customto yield 8.7 g
  7. dissolutionThis material is dissolved in 125 ml
  8. customto precipitate 8.4 g

Sources & evidence

ORD record
ord-d7c669088ff1474f841e2f3ffb1c4358
Source dataset
uspto-grants-1979_12
Patent number
US04179564

Reaction notes

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