Sodium hydride → HCID 21525534, compound

HRID 1658796Notes

Reaction equation

HRID 1658796 reaction equation
[CH3:1][C:2]1[C:26]([CH3:27])=[CH:25][C:5]2[N:6]([C:19](=[O:24])[CH2:20][N:21]([CH3:23])[CH3:22])[C:7]3[N:18]=[CH:17][CH:16]=[CH:15][C:8]=3[C:9]3[N:10]([C:11](=[O:14])[NH:12][N:13]=3)[C:4]=2[CH:3]=1.[H-].[Na+].[CH3:30][N:31]([CH3:36])[CH2:32][CH2:33][CH2:34]Cl>CN(C)C=O.C1(C)C(C)=CC=CC=1>[CH3:1][C:2]1[C:26]([CH3:27])=[CH:25][C:5]2[N:6]([C:19](=[O:24])[CH2:20][N:21]([CH3:23])[CH3:22])[C:7]3[N:18]=[CH:17][CH:16]=[CH:15][C:8]=3[C:9]3[N:10]([C:11](=[O:14])[N:12]([CH2:34][CH2:33][CH2:32][N:31]([CH3:36])[CH3:30])[N:13]=3)[C:4]=2[CH:3]=1

Participants

6

Reactant 3

HCID 24758Sodium hydrideHCID 669603-Chloro-N,N-dimethyl-1-propanamineHCID 21525570HCID 21525570, compound

Product 1

HCID 21525534HCID 21525534, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 7237O-XyleneSolvent

Procedure

In the manner given in Example 25, to 6,7-dimethyl-2,9-dihydro-9-[(dimethylamino)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 to about 95° C. for 40 minutes and after cooling [3-(dimethylamino)-propyl]chloride 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 6,7-dimethyl-2,9-dihydro-2-[3-(dimethylamino)propyl]-9-[(dimethylamino)-acetyl]-3H-pyrido[3,2-c]-s-triazolo[4,3-a][1,5]benzodiazepin-3-one.

Workup

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

Sources & evidence

ORD record
ord-3da371c9f39042c7a9cd0a2f4df51b06
Source dataset
uspto-grants-1976_06
Patent number
US03966736

Reaction notes

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