Sulfuric Acid → HCID 72202831, compound

HRID 1482934Notes

Reaction equation

HRID 1482934 reaction equation
[F:1][C:2]1[CH:33]=[CH:32][CH:31]=[CH:30][C:3]=1[CH2:4][N:5]1[C:9]2[CH2:10][CH2:11][CH2:12][C:8]=2[C:7]([C:13]2[N:18]=[C:17]([NH:19][C:20]3[C:25]([C:26]#[N:27])=[CH:24][N:23]=[CH:22][CH:21]=3)[C:16]([O:28][CH3:29])=[CH:15][N:14]=2)=[N:6]1.S(=O)(=O)(O)[OH:35].[OH-].[Na+]>>[F:1][C:2]1[CH:33]=[CH:32][CH:31]=[CH:30][C:3]=1[CH2:4][N:5]1[C:9]2[CH2:10][CH2:11][CH2:12][C:8]=2[C:7]([C:13]2[N:18]=[C:17]([NH:19][C:20]3[C:25]([C:26]([NH2:27])=[O:35])=[CH:24][N:23]=[CH:22][CH:21]=3)[C:16]([O:28][CH3:29])=[CH:15][N:14]=2)=[N:6]1

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 72202403HCID 72202403, compound

Product 1

HCID 72202831HCID 72202831, compound

Procedure

To 80 mg of 4-({2-[1-(2-fluorobenzyl)-1,4,5,6-tetrahydrocyclopenta[c]pyrazol-3-yl]-5-methoxypyrimidin-4-yl}amino)nicotinonitrile 2-1-7 (0.181 mmol, 1.00 eq.) were given at rt with caution 0.28 mL of sulfuric acid. The mixture was stirred for 3 days at rt. Then the reaction mixture was dropped into ice water and set with aqueous 2M sodium hydroxide solution to an alkaline pH. The suspension was filtrated and the resulted solid was dried at 65° C. to provide 86 mg (0.18 mmol, 83%) of the analytically pure target compound.

Workup

  1. filtrationThe suspension was filtrated
  2. customthe resulted solid was dried at 65° C.
  3. customto provide 86 mg (0.18 mmol, 83%) of the analytically pure target compound

Sources & evidence

ORD record
ord-0f29ac7dd3f44f53a9fa9b22010d4fa0
Source dataset
uspto-grants-2016_08
Patent number
US09416125B2

Reaction notes

Loading…