Ammonium Hydroxide → HCID 57378673, compound

HRID 1258884Notes

Reaction equation

HRID 1258884 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]=[N:11][N:10]([CH3:13])[C:9]=2[C:14]2[N:15]=[CH:16][N:17]([C:19]3[CH:27]=[CH:26][C:22]([C:23]([OH:25])=O)=[CH:21][CH:20]=3)[CH:18]=2)=[CH:4][CH:3]=1.C1N=C[N:30](C(N2C=NC=C2)=O)C=1.[OH-].[NH4+]>CN(C=O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]=[N:11][N:10]([CH3:13])[C:9]=2[C:14]2[N:15]=[CH:16][N:17]([C:19]3[CH:27]=[CH:26][C:22]([C:23]([NH2:30])=[O:25])=[CH:21][CH:20]=3)[CH:18]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 14923Ammonium HydroxideHCID 682631,1'-CarbonyldiimidazoleHCID 67954954HCID 67954954, compound

Product 1

HCID 57378673HCID 57378673, compoundYield 84.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 4-{4-[5-(4-fluoro-phenyl)-3-methyl-3H-[1,2,3]triazol-4-yl]-imidazol-1-yl}-benzoic acid (76 mg, 0.209 mmol) in DMF (2 mL) was added CDI (41 mg, 0.251 mmol) and the resulting mixture stirred at 60° C. for 1 h. After cooling to room temperature ammonium hydroxide (330 μL, 2.09 mmol) was added and reaction mixture was stirred for 1 h and then evaporated. Purification by crystallization afforded the title compound (64 mg, 84%) as a white solid. MS: m/e=363.2 [M+H]+.

Workup

  1. additionwas added
  2. customreaction mixture
  3. stirringwas stirred for 1 h
  4. customevaporated
  5. customPurification
  6. customby crystallization

Sources & evidence

ORD record
ord-f4693f5802904caba2458c7374e87603
Source dataset
uspto-grants-2013_06
Patent number
US08466181B2

Reaction notes

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