p-Chlorophenacyl bromide → HCID 12837734, compound

HRID 1902197Notes

Reaction equation

HRID 1902197 reaction equation
[CH2:1]1[CH:6]2[C:7]3[N:8]([CH:16]=[CH:17][CH:18]=3)[CH2:9][C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N:5]2[CH2:4][CH2:3][NH:2]1.Br[CH2:20][C:21]([C:23]1[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=1)=[O:22]>CN(C)C=O.C(N(CC)CC)C.C(OCC)C>[Cl:29][C:26]1[CH:27]=[CH:28][C:23]([C:21]([CH2:20][N:2]2[CH2:3][CH2:4][N:5]3[C:11]4[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=4[CH2:9][N:8]4[CH:16]=[CH:17][CH:18]=[C:7]4[CH:6]3[CH2:1]2)=[O:22])=[CH:24][CH:25]=1

Participants

6

Reactant 2

HCID 68303p-Chlorophenacyl bromideHCID 12837720HCID 12837720, compound

Product 1

HCID 12837734HCID 12837734, compound

Reagents, catalysts & solvents 3

HCID 3283Diethyl EtherSolventHCID 6228DimethylformamideSolventHCID 8471TriethylamineSolvent

Procedure

To the solution of 500 mg of 1,3,4,14b-tetrahydro-2H,10H-pyrazino[1,2-a]pyrrolo[2,1-c][1,4]benzodiazepine in 7.5 ml of dimethylformamide and 350 mg of triethylamine, 470 mg of α-bromo-p-chloroacetophenone are added and the mixture is stirred at room temperature for 2 hours. It is diluted with 60 ml of diethyl ether, washed with water, dried and evaporated. The residue is taken up in 15 ml of chloroform and the solution again evaporated, to yield the 2-(p-chlorobenzoyl-methyl)-1,3,4,14b-tetrahydro-10H-pyrazino[1,2-a]pyrrolo[2,1-c][1,4]benzodiazepine melting at 71°-74°.

Workup

  1. washwashed with water
  2. customdried
  3. customevaporated
  4. customthe solution again evaporated

Sources & evidence

ORD record
ord-f70126e2712841279f58f7f3041e803c
Source dataset
uspto-grants-1982_12
Patent number
US04362666

Reaction notes

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