Ammonium Chloride → HCID 178518576, compound

HRID 1762081Notes

Reaction equation

HRID 1762081 reaction equation
[C:1]([CH2:3][N:4]1[CH2:13][CH2:12][C:11]2[NH:10][C:9](=[O:14])[N:8]3[N:15]=[C:16]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=4[F:24])[N:17]=[C:7]3[C:6]=2[CH2:5]1)#[N:2].[N-:25]=[N+:26]=[N-:27].[Na+].[Cl-].[NH4+]>CN(C)C=O>[F:24][C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=1[C:16]1[N:17]=[C:7]2[N:8]([C:9](=[O:14])[NH:10][C:11]3[CH2:12][CH2:13][N:4]([CH2:3][C:1]4[NH:27][N:26]=[N:25][N:2]=4)[CH2:5][C:6]=32)[N:15]=1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 136110830HCID 136110830, compound

Product 1

HCID 178518576HCID 178518576, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of the product of Example 50 (640 mg), sodium azide (1.41 g), ammonium chloride (120 mg) and dimethylformamide (10 mL) is stirred at 90° over 3 hours under nitrogen. The mixture is cooled and quenched in ice-water (40 mL), stirred 1/2 hour, and cautiously acidified with glacial acetic acid to afford the solid product 2-(2-fluorophenyl)-9-tetrazolylmethyl-7,8,9,10-tetrahydropyrido[3,4-e][1,2,4]triazolo[1,5-c]pyrimidine-5(6H)one.

Workup

  1. temperatureThe mixture is cooled
  2. customquenched in ice-water (40 mL)
  3. stirringstirred 1/2 hour

Sources & evidence

ORD record
ord-ccd75bb35607475baddaca5ec2b15ae8
Source dataset
uspto-grants-1989_05
Patent number
US04831013

Reaction notes

Loading…