Dimethylformamide → HCID 86733606, compound

HRID 1658798Notes

Reaction equation

HRID 1658798 reaction equation
C[C:2]1[C:32](C)=[CH:31][C:5]2[N:6](C(=O)CN3CCN(CCO)CC3)[C:7]3N=CC=C[C:8]=3[C:9]3[N:10](C(=O)NN=3)[C:4]=2[CH:3]=1.[H-].[Na+].CN(C)CCCCl.CN(C)C=[O:46]>C1(C)C(C)=CC=CC=1>[N:10]1[C:4]2[CH:3]=[CH:2][CH:32]=[CH:31][C:5]=2[N:6]=[CH:7][C:8](=[O:46])[CH:9]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 669603-Chloro-N,N-dimethyl-1-propanamineHCID 21525521HCID 21525521, compound

Product 1

HCID 86733606HCID 86733606, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

In the manner given in Example 25, to 6,7-dimethyl-9-[[4-(2-hydroxyethyl)piperazino]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 [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-[[4-(2-hydroxyethyl)-piperazino]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-c5eeae46e5a04645b68c0fc06b967e42
Source dataset
uspto-grants-1976_06
Patent number
US03966736

Reaction notes

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