Ethanol → 6H-Pyrido(2,3-b)(1,4)benzodiazepin-6-one, 5,11-dihydro-11-((4-(tricyclo(3.3.1.1(sup 3,7))dec-1-ylmethyl)-1-piperazinyl)acetyl)-

HRID 2057986Notes

Reaction equation

HRID 2057986 reaction equation
Cl[CH2:2][C:3]([N:5]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[C:9](=[O:16])[NH:8][C:7]2[CH:17]=[CH:18][CH:19]=[N:20][C:6]1=2)=[O:4].C(=O)([O-])[O-].[Na+].[Na+].[C:27]12([CH:37]3C[NH:41][CH2:40][CH2:39][N:38]3C)[CH2:36][CH:31]3[CH2:32][CH:33]([CH2:35][CH:29]([CH2:30]3)[CH2:28]1)[CH2:34]2.[CH2:44](O)[CH3:45]>>[C:27]12([CH2:37][N:38]3[CH2:45][CH2:44][N:41]([CH2:2][C:3]([N:5]4[C:11]5[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=5[C:9](=[O:16])[NH:8][C:7]5[CH:17]=[CH:18][CH:19]=[N:20][C:6]4=5)=[O:4])[CH2:40][CH2:39]3)[CH2:36][CH:31]3[CH2:32][CH:33]([CH2:35][CH:29]([CH2:30]3)[CH2:28]1)[CH2:34]2

Participants

5

Reactant 4

HCID 702EthanolHCID 10340Sodium CarbonateHCID 12005311-(Chloroacetyl)-5,11-dihydro-6H-pyrido(2,3-b)(1,4)benzodiazepin-6-oneHCID 44430191HCID 44430191, compound

Product 1

HCID 30532166H-Pyrido(2,3-b)(1,4)benzodiazepin-6-one, 5,11-dihydro-11-((4-(tricyclo(3.3.1.1(sup 3,7))dec-1-ylmethyl)-1-piperazinyl)acetyl)-

Procedure

4.4 gm of 11-chloroacetyl-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one, 1.8 gm of sodium carbonate and 3.75 gm of 1-(1-adamantyl-methyl-piperazine were reacted in 80 ml of absolute ethanol and worked up in analogy to Example 1. After recrystallization from a mixture of n-propanol and dimethylformamide; M.p.: 284°-287° C. (decomposition).

Workup

  1. customAfter recrystallization
  2. additionfrom a mixture of n-propanol and dimethylformamide

Sources & evidence

ORD record
ord-e775d72a44c048268304d2fe89397e8a
Source dataset
uspto-grants-1980_07
Patent number
US04213984

Reaction notes

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