Potassium Hydroxide → 2-Amino-6,7,8,9-tetrahydro-5H-pyrazino[2,3-d]azepine

HRID 647474Notes

Reaction equation

HRID 647474 reaction equation
[NH2:1][C:2]1[CH:3]=[N:4][C:5]2[CH2:11][CH2:10][N:9](C(OCC)=O)[CH2:8][CH2:7][C:6]=2[N:17]=1.[OH-].[K+]>C(O)C>[NH2:1][C:2]1[CH:3]=[N:4][C:5]2[CH2:11][CH2:10][NH:9][CH2:8][CH2:7][C:6]=2[N:17]=1

Participants

4

Conditions

Temperature
100 °C

Procedure

11.15 gm (47.2 mmols) of ethyl 2-amino-6,7,8,9-tetrahydro-5H-pyrazino[2,3-d]azepine-7-carboxylate were dissolved in 300 ml of ethanol, and the solution was admixed with 30 gm of potassium hydroxide. The mixture was evaporated to dryness, and the residue was heated for 3 hours at 100° C. and then taken up in water. The aqueous solution was extracted with chloroform with the aid of a heavy phase perforator, and the chloroform extract solution was purified on a silicagel column with chloroform/methanol/concentrated ammonia (24:12:1) as the mobile phase.

Workup

  1. customThe mixture was evaporated to dryness
  2. extractionThe aqueous solution was extracted with chloroform with the aid of a heavy phase perforator
  3. extractionthe chloroform extract solution
  4. customwas purified on a silicagel column with chloroform/methanol/concentrated ammonia (24:12:1) as the mobile phase

Sources & evidence

ORD record
ord-960585edde7b42c8804650ceb3bd5ac5
Source dataset
uspto-grants-1983_10
Patent number
US04409220

Reaction notes

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