Ammonia → HCID 66570958, compound

HRID 924687Notes

Reaction equation

HRID 924687 reaction equation
C(O)(C(F)(F)F)=[O:2].S(=O)(=O)(O)O.[NH2:13][C:14]1[N:19]=[C:18]([C:20]2[NH:24][C:23]([C:25]3[CH:30]=[C:29]([C:31]([F:34])([F:33])[F:32])[CH:28]=[CH:27][C:26]=3[Cl:35])=[C:22]([C:36]#[N:37])[CH:21]=2)[CH:17]=[CH:16][N:15]=1.N>O>[NH2:13][C:14]1[N:19]=[C:18]([C:20]2[NH:24][C:23]([C:25]3[CH:30]=[C:29]([C:31]([F:33])([F:34])[F:32])[CH:28]=[CH:27][C:26]=3[Cl:35])=[C:22]([C:36]([NH2:37])=[O:2])[CH:21]=2)[CH:17]=[CH:16][N:15]=1

Participants

6

Reactant 4

HCID 222AmmoniaHCID 1118Sulfuric AcidHCID 6422Trifluoroacetic acidHCID 86720586HCID 86720586, compound

Product 1

HCID 66570958HCID 66570958, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
70 °C

Procedure

A solution of TFA (2.0 mL), water (0.480 mL) and 98% sulfuric acid (0.240 mL) was added to 5-(2-amino-pyrimidin-4-yl)-2-[2-chloro-5-(trifluoromethyl)phenyl]-1H-pyrrole-3-carbonitrile (137 mg, 0.415 mmol). The mixture was allowed to stir for 8 h at 70° C. and then was diluted by drop wise addition of water (6 mL). The reaction mixture was made basic (pH 10-12) by adding 30% aqueous ammonia under stirring. The precipitated solid was collected by filtration, washed with water and finally dried in a vacuum oven at 50° C. affording the title compound as a white solid (133 mg, 92%).

Workup

  1. stirringunder stirring
  2. filtrationThe precipitated solid was collected by filtration
  3. washwashed with water
  4. customfinally dried in a vacuum oven at 50° C.

Sources & evidence

ORD record
ord-55b9e3ef9bd6464aa0fe0ad498c784b9
Source dataset
uspto-grants-2016_03
Patent number
US09283224B2

Reaction notes

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