Hydrochloric Acid → 1-[5-(2-Fluoro-1-fluoromethyl-1-methyl-ethyl)-2-p-tolyl-2H-pyrazol-3-yl]-3-[1-(piperidin-4-yloxy)-isoquinolin-4-yl]-urea hydrochloride

HRID 729622Notes

Reaction equation

HRID 729622 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[C:18]([NH:25][C:26]([NH:28][C:29]3[N:30]([C:40]4[CH:45]=[CH:44][C:43]([CH3:46])=[CH:42][CH:41]=4)[N:31]=[C:32]([C:34]([CH2:38][F:39])([CH3:37])[CH2:35][F:36])[CH:33]=3)=[O:27])=[CH:17][N:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:47].O1CCOCC1>ClCCl>[ClH:47].[F:36][CH2:35][C:34]([C:32]1[CH:33]=[C:29]([NH:28][C:26]([NH:25][C:18]2[C:19]3[C:24](=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:15]([O:14][CH:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)=[N:16][CH:17]=2)=[O:27])[N:30]([C:40]2[CH:45]=[CH:44][C:43]([CH3:46])=[CH:42][CH:41]=2)[N:31]=1)([CH2:38][F:39])[CH3:37]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 690593934-(4-{3-[5-(2-fluoro-1-fluoromethyl-1-methyl-ethyl)-2-p-tolyl-2H-pyrazol-3-yl]-ureido}-isoquinolin-1-yloxy)-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 690537531-[5-(2-Fluoro-1-fluoromethyl-1-methyl-ethyl)-2-p-tolyl-2H-pyrazol-3-yl]-3-[1-(piperidin-4-yloxy)-isoquinolin-4-yl]-urea hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Stir 4-(4-{3-[5-(2-fluoro-1-fluoromethyl-1-methyl-ethyl)-2-p-tolyl-2H-pyrazol-3-yl]-ureido}-isoquinolin-1-yloxy)-piperidine-1-carboxylic acid tert-butyl ester (1.1 mmol, 0.6 g) and dissolve in 5 mL of dichloromethane and hydrogen chloride 4.0 M in dioxane (5.3 mmol, 1.3 mL) at room temperature overnight. Concentrate under reduced pressure. Triturate the white solid formed with diethyl ether. LCMS ES+ (m/z) 535 [M+H].

Workup

  1. customat room temperature
  2. customovernight
  3. concentrationConcentrate under reduced pressure
  4. customTriturate the white solid
  5. customformed with diethyl ether

Sources & evidence

ORD record
ord-2486337bc60b454e95440b38883c8c78
Source dataset
uspto-grants-2009_09
Patent number
US07582638B2

Reaction notes

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