Hydrochloric Acid → HCID 22262568, compound

HRID 1060975Notes

Reaction equation

HRID 1060975 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]2[NH:11][N:10]=[C:9]([C:12]3[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=3)[C:8]=2[C:19]2[CH:24]=[CH:23][N:22]=[CH:21][N:20]=2)[CH2:3][CH2:2]1.Cl.[O:26]1CC[O:29][CH2:28][CH2:27]1>CCOCC>[ClH:18].[OH:29][CH2:28][C:27]([N:11]1[C:7]([CH:4]2[CH2:5][CH2:6][NH:1][CH2:2][CH2:3]2)=[C:8]([C:19]2[CH:24]=[CH:23][N:22]=[CH:21][N:20]=2)[C:9]([C:12]2[CH:13]=[CH:14][C:15]([Cl:18])=[CH:16][CH:17]=2)=[N:10]1)=[O:26]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-Dioxane2×HCID 9840864HCID 9840864, compound

Product 1

HCID 22262568HCID 22262568, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A 25 mL round bottom flask was charged with 65 mg (0.164 mmol) of N-(2-hydroxyacetyl-(5-(4piperidyl)-4-(4-pyrimidyl)-3-(4-chlorophenyl)pyrazole and 2.5 mL of dioxane. To this suspension was added 0.0.82 mL of 4 N HCl in dioxane. The mixture was stirred for 2 hours. The mixture was diluted with 5 mL of Et2O and filtered. The solid was dried over solid CaSO4 under vacuum for 12 h to afford 68 mg of N-(2-hydroxyacetyl)-5-(4-piperidyl)-4-(4-pyrimidyl)-3-(4-chlorophenyl)pyrazole hydrochloride. 1H NMR (DMSO-d6) 9.18(s, 1H), 8.63(d, J=5.37 Hz, 1H), 7.40(d, J=8.59 Hz, 2H), 7.33(d, J=8.59 Hz, 2H), 7.15(m, 1H), 4.40(m, 1H), 4.06(m, 2H), 3.72(m, 1H), 3.33(m, 1H), 2.97(m, 1H), 2.62(m, 1H), 1.83(m, 2H), 1.64(m, 2H); MS (M+H): 398

Workup

  1. filtrationfiltered
  2. dry with materialThe solid was dried over solid CaSO4 under vacuum for 12 h

Sources & evidence

ORD record
ord-e943e13c7ff341c6a4b482c3b10545fb
Source dataset
uspto-grants-2003_02
Patent number
US06525059B1

Reaction notes

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