Sodium hydride → HCID 21525561, compound

HRID 1658792Notes

Reaction equation

HRID 1658792 reaction equation
[N:1]1([CH2:6][C:7]([N:9]2[C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=3[N:13]3[C:20](=[O:23])[NH:21][N:22]=[C:12]3[C:11]3[CH:24]=[CH:25][CH:26]=[N:27][C:10]2=3)=[O:8])[CH2:5][CH2:4][CH2:3][CH2:2]1.[H-].[Na+].[N:30]1([CH2:35][CH2:36]Cl)[CH2:34][CH2:33][CH2:32][CH2:31]1>CN(C)C=O.C1(C)C(C)=CC=CC=1>[N:30]1([CH2:35][CH2:36][N:21]2[C:20](=[O:23])[N:13]3[C:14]4[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=4[N:9]([C:7](=[O:8])[CH2:6][N:1]4[CH2:2][CH2:3][CH2:4][CH2:5]4)[C:10]4[N:27]=[CH:26][CH:25]=[CH:24][C:11]=4[C:12]3=[N:22]2)[CH2:34][CH2:33][CH2:32][CH2:31]1

Participants

6

Reactant 3

HCID 24758Sodium hydrideHCID 816691-(2-Chloroethyl)pyrrolidineHCID 21525562HCID 21525562, compound

Product 1

HCID 21525561HCID 21525561, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 7237O-XyleneSolvent

Procedure

In the manner given in Example 25, to 2,9-dihydro-9-[(pyrrolidino)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 (2-pyrrolidinoethyl)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 2,9-dihydro-2-(2-pyrrolidinoethyl)-9-(pyrrolidinoacetyl)-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-e443ab64a1fe43d5baae7b99548490d9
Source dataset
uspto-grants-1976_06
Patent number
US03966736

Reaction notes

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