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Hydrochloric Acid → 1-[5-(1H-Pyrazol-4-yl)-pyridin-2-yl]-cyclobutylamine dihydrochloride

HRID 2038759
Notes
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Reaction equation

HRID 2038759 reaction equation
C(OC(=O)[NH:7][C:8]1([C:12]2[CH:17]=[CH:16][C:15]([C:18]3[CH:19]=[N:20][NH:21][CH:22]=3)=[CH:14][N:13]=2)[CH2:11][CH2:10][CH2:9]1)(C)(C)C.C(O)(C(F)(F)F)=O.[ClH:31].O1CCOCC1>C(Cl)Cl>[ClH:31].[ClH:31].[NH:20]1[CH:19]=[C:18]([C:15]2[CH:16]=[CH:17][C:12]([C:8]3([NH2:7])[CH2:11][CH2:10][CH2:9]3)=[N:13][CH:14]=2)[CH:22]=[N:21]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6422Trifluoroacetic acidHCID 312751,4-DioxaneHCID 68379199{1-[5-(1H-pyrazol-4-yl)-pyridin-2-yl]-cyclobutyl}-carbamic acid tert-butyl ester

Product 1

HCID 683790391-[5-(1H-Pyrazol-4-yl)-pyridin-2-yl]-cyclobutylamine dihydrochloride

Reagents, catalysts & solvents 1

HCID 6344
Dichloromethane
Solvent

Procedure

To a solution of {1-[5-(1H-pyrazol-4-yl)-pyridin-2-yl]-cyclobutyl}-carbamic acid tert-butyl ester (300 mg, 0.96 mmol) in CH2Cl2 (5 mL) was added TFA (0.37 mL, 4.8 mmol). After 15 h, 4M HCl in dioxane (1.2 mL, 4.8 mmol) was added. After 1 h, the reaction was concentrated in-vacuo to yield 303 mg of the title compound, m/z 215.4 [M+H]+.

Workup

  1. waitAfter 1 h
  2. concentrationthe reaction was concentrated in-vacuo

Sources & evidence

ORD record
ord-ab8fb77e4c8e4faca721c2c16f191b1d
Source dataset
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08575360B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes