Dichloromethane → 1-[5-(1-Methyl-1H-pyrazol-4-yl)-pyridin-2-yl]-cyclopropylamine dihydrochloride

HRID 2038773Notes

Reaction equation

HRID 2038773 reaction equation
C(OC(=O)[NH:7][C:8]1([C:11]2[CH:16]=[CH:15][C:14]([C:17]3[CH:18]=[N:19][N:20]([CH3:22])[CH:21]=3)=[CH:13][N:12]=2)[CH2:10][CH2:9]1)(C)(C)C.O1CCOCC1.C(Cl)[Cl:31]>Cl>[ClH:31].[ClH:31].[CH3:22][N:20]1[CH:21]=[C:17]([C:14]2[CH:15]=[CH:16][C:11]([C:8]3([NH2:7])[CH2:10][CH2:9]3)=[N:12][CH:13]=2)[CH:18]=[N:19]1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 312751,4-Dioxane2×HCID 67515892{1-[5-(1-methyl-1H-pyrazol-4-yl)-pyridin-2-yl]-cyclopropyl}-carbamic acid tert-butyl ester

Product 1

HCID 683794491-[5-(1-Methyl-1H-pyrazol-4-yl)-pyridin-2-yl]-cyclopropylamine dihydrochloride

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent2×

Procedure

To a solution of {1-[5-(1-methyl-1H-pyrazol-4-yl)-pyridin-2-yl]-cyclopropyl}-carbamic acid tert-butyl ester (1.1 g, 3.5 mmol) in CH2Cl2 (15 mL), 4.0M HCl in dioxane (4.35 mL, 17.5 mmol) was added. After stirring overnight, more 4.0M HCl in dioxane (4.35 mL, 17.5 mmol) was added to the solution. After another 12 hours, the solution was concentrated in-vacuo to yield 800 mg of the title compound.

Workup

  1. waitAfter another 12 hours
  2. concentrationthe solution was concentrated in-vacuo

Sources & evidence

ORD record
ord-6dfe18c96a90465fad0bb0cc843bf65a
Source dataset
uspto-grants-2013_11
Patent number
US08575360B2

Reaction notes

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