Sulfuric Acid → HCID 86732463, compound

HRID 1776436Notes

Reaction equation

HRID 1776436 reaction equation
[F:1][C:2]1[CH:32]=[CH:31][CH:30]=[CH:29][C:3]=1[CH2:4][N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]([C:14]2[N:19]=[C:18]([NH:20][C:21]3[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=3)[C:17]([C:27]#[N:28])=[CH:16][N:15]=2)=[N:6]1.S(=O)(=O)(O)[OH:34]>>[F:1][C:2]1[CH:32]=[CH:31][CH:30]=[CH:29][C:3]=1[CH2:4][N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]([C:14]2[N:19]=[C:18]([NH:20][C:21]3[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=3)[C:17]([C:27]([NH2:28])=[O:34])=[CH:16][N:15]=2)=[N:6]1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 86732462HCID 86732462, compound

Product 1

HCID 86732463HCID 86732463, compound

Conditions

Temperature
5 °C

Procedure

20.7 mg of 2-[1-(2-fluorobenzyl)-1H-indazol-3-yl]-4-(pyridin-4-ylamino)pyrimidine-5-carbonitrile (31-1, 0.049 mmol, 1 eq.) were added to ice bath cooled conc. sulfuric acid (1.84 mmol, 37.5 eq.) and stirred for five minutes at 5° C. and further 24 hours at room temperature. Ice was added to the suspension. The suspension was filtered off, washed with water and the filter cake was dried under vacuo at 50° C. to yield 23.0 mg (0.05 mmol, 106%) of the analytically pure target compound.

Workup

  1. additionIce was added to the suspension
  2. filtrationThe suspension was filtered off
  3. washwashed with water
  4. customthe filter cake was dried under vacuo at 50° C.
  5. customto yield 23.0 mg (0.05 mmol, 106%) of the analytically pure target compound

Sources & evidence

ORD record
ord-7ccb11801acb43518627983d26c10a8f
Source dataset
uspto-grants-2016_02
Patent number
US09265763B2

Reaction notes

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