Ammonia → HCID 25135216, compound

HRID 75998Notes

Reaction equation

HRID 75998 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=2[N:22]2[C:30]3[CH:29]=[CH:28][N:27]=[C:26](Cl)[C:25]=3[N:24]=[N:23]2)(=[O:13])=[O:12])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[NH3:32]>CCO>[NH2:32][C:26]1[C:25]2[N:24]=[N:23][N:22]([C:16]3[CH:17]=[C:18]([Cl:21])[CH:19]=[CH:20][C:15]=3[NH:14][S:11]([C:8]3[CH:9]=[CH:10][C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])=[CH:6][CH:7]=3)(=[O:12])=[O:13])[C:30]=2[CH:29]=[CH:28][N:27]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 59428148HCID 59428148, compound

Product 1

HCID 25135216HCID 25135216, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
120 °C

Procedure

A 4 mL scintillation vial was charged with 4-tert-butyl-N-[4-chloro-2-(4-chloro-[1,2,3]triazolo[4,5-c]pyridin-1-yl)-phenyl]-benzenesulfonamide (synthesized according to general procedure G, 20 mg, 0.042 mmol) and 2 M NH3 in EtOH (2 mL). The reaction was sealed and heated to 120° C. for 18 hours. The EtOH was then removed in vacuo and the resultant residue was purified by preparative TLC to afford N-[2-(4-amino-[1,2,3]triazolo[4,5-c]pyridin-1-yl)-4-chloro-phenyl]-4-tert-butyl-benzenesulfonamide: MS (ES) M+H expected 457.1, found 457.0.

Workup

  1. customThe reaction was sealed
  2. customThe EtOH was then removed in vacuo
  3. customthe resultant residue was purified by preparative TLC

Sources & evidence

ORD record
ord-c0889926ac724aaba84bb8cb9d3a79fe
Source dataset
uspto-grants-2014_09
Patent number
US08835468B2

Reaction notes

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