2-Chloro-N,N-dimethylethylamine → HCID 21525568, compound

HRID 1658789Notes

Reaction equation

HRID 1658789 reaction equation
[CH2:1]([N:4]([CH2:8][C:9]([N:11]1[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[N:15]2[C:22](=[O:25])[NH:23][N:24]=[C:14]2[C:13]2[CH:26]=[CH:27][CH:28]=[N:29][C:12]1=2)=[O:10])[CH2:5][CH2:6][CH3:7])[CH2:2][CH3:3].[H-].[Na+].Cl[CH2:33][CH2:34][N:35]([CH3:37])[CH3:36]>CN(C)C=O.C1(C)C(C)=CC=CC=1>[CH3:36][N:35]([CH2:34][CH2:33][N:23]1[C:22](=[O:25])[N:15]2[C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[N:11]([C:9](=[O:10])[CH2:8][N:4]([CH2:5][CH2:6][CH3:7])[CH2:1][CH2:2][CH3:3])[C:12]3[N:29]=[CH:28][CH:27]=[CH:26][C:13]=3[C:14]2=[N:24]1)[CH3:37]

Participants

6

Reactant 3

HCID 79012-Chloro-N,N-dimethylethylamineHCID 24758Sodium hydrideHCID 21525565HCID 21525565, compound

Product 1

HCID 21525568HCID 21525568, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 7237O-XyleneSolvent

Procedure

In the manner given in Example 21, to 2,9-dihydro-9-[(dipropylamino)acetyl]-3H-pyrido[3,2-c]-s-triazolo[4,3-a]-[1,5]benzodiazepin-3-one in dimethylformamide is added a solution of sodium hydride in mineral oil. The mixture is allowed to react at about 95° C. for 40 minutes and after cooling with (2-chloroethyl)dimethylamine in xylene is added. The mixture is kept at 95°-100° C. for a period of 22 hours, evaporated and worked up as in example 25 to give 2,9-dihydro-2-[(dimethylamino)ethyl]-9-[(dipropylamino)acetyl]-3H-pyrido[3,2-c]-s-triazolo[4,3-a][1,5]-benzodiazepin-3-one.

Workup

  1. customto react at about 95° C. for 40 minutes
  2. additionis added
  3. customevaporated

Sources & evidence

ORD record
ord-7f6c1b54a5aa4f48ac547f0fa8a4315b
Source dataset
uspto-grants-1976_06
Patent number
US03966736

Reaction notes

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