Ammonium Chloride → HCID 67255163, compound

HRID 1947982Notes

Reaction equation

HRID 1947982 reaction equation
[NH2:1][C:2]1[C:10]2[C:9](=[O:11])[N:8]([CH3:12])[CH2:7][C:6]=2[C:5]([C:13]#[N:14])=[CH:4][CH:3]=1.[N-:15]=[N+:16]=[N-:17].[Na+].[Cl-].[NH4+]>CN(C=O)C>[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([C:13]2[N:15]=[N:16][NH:17][N:14]=2)=[C:6]2[C:10]=1[C:9](=[O:11])[N:8]([CH3:12])[CH2:7]2

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 67253846HCID 67253846, compound2×

Product 1

HCID 67255163HCID 67255163, compoundYield 39%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 7-Amino-2-methyl-1-oxo-2,3-dihydro-1H-isoindole-4-carbonitrile (Compound 181B, 25.0 mg, 0.134 mmol), sodium azide (104 mg, 1.60 mmol) and ammonium chloride (85.7 mg, 1.60 mmol) in DMF (6 mL) were mixed and heated in microwave at 120° C. for 9 hours. The crude mixture was filtered and directly purified by MDP to obtain the title compound (12.0 mg, 39% yield). MS (ES+): m/z 231.23 (100) [MH+]; HPLC: tR=0.59 min (UPLC, analytical).

Workup

  1. additionwere mixed
  2. filtrationThe crude mixture was filtered
  3. customdirectly purified by MDP

Sources & evidence

ORD record
ord-d12536921639415d99000d9796696c58
Source dataset
uspto-grants-2013_03
Patent number
US08399433B2

Reaction notes

Loading…