Hydrochloric Acid → 1-(5-tert-Butyl-2-p-tolyl-2H-pyrazol-3-yl)-3-[6-(piperidin-4-ylamino)-pyridin-3-yl]-urea

HRID 1993697Notes

Reaction equation

HRID 1993697 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([NH:21][C:22]([NH:24][C:25]3[N:26]([C:34]4[CH:39]=[CH:38][C:37]([CH3:40])=[CH:36][CH:35]=4)[N:27]=[C:28]([C:30]([CH3:33])([CH3:32])[CH3:31])[CH:29]=3)=[O:23])=[CH:17][N:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.Cl>CCOCC>[C:30]([C:28]1[CH:29]=[C:25]([NH:24][C:22]([NH:21][C:18]2[CH:17]=[N:16][C:15]([NH:14][CH:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)=[CH:20][CH:19]=2)=[O:23])[N:26]([C:34]2[CH:39]=[CH:38][C:37]([CH3:40])=[CH:36][CH:35]=2)[N:27]=1)([CH3:33])([CH3:31])[CH3:32]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 685418894-{5-[3-(5-tert-butyl-2-p-tolyl-2H-pyrazol-3-yl)-ureido]-pyridin-2-ylamino}-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 685368241-(5-tert-Butyl-2-p-tolyl-2H-pyrazol-3-yl)-3-[6-(piperidin-4-ylamino)-pyridin-3-yl]-urea

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Treat a 22° C. solution of 4-{5-[3-(5-tert-butyl-2-p-tolyl-2H-pyrazol-3-yl)-ureido]-pyridin-2-ylamino}-piperidine-1-carboxylic acid tert-butyl ester (1.1 mmol, 0.6 g) in Et2O (5 mL) with HCl (2.0 M solution in diethyl ether, 5 mL, 10 mmol). Stir the solution overnight at room temperature. Concentrate under reduced pressure to give a residue, then subject residue to SCX cartridge eluting with ammonia 2.0 N in methanol. Obtain the title compound as the free base. MS(ES): m/z=488 [M+H].

Workup

  1. concentrationConcentrate under reduced pressure
  2. customto give a residue
  3. washsubject residue to SCX cartridge eluting with ammonia 2.0 N in methanol

Sources & evidence

ORD record
ord-d0797e2533294494b1110b1892e2e729
Source dataset
uspto-grants-2010_01
Patent number
US07652015B2

Reaction notes

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