Hydrochloric Acid → HCID 86691198, compound

HRID 1470558Notes

Reaction equation

HRID 1470558 reaction equation
Cl.[Cl:2][C:3]1[C:8]([C@@H:9]2[CH2:11][C@H:10]2[NH:12]C(=O)OC(C)(C)C)=[CH:7][CH:6]=[C:5]([C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([F:29])([F:28])[F:27])[CH:21]=2)[N:4]=1>O1CCOCC1>[ClH:2].[Cl:2][C:3]1[C:8]([C@@H:9]2[CH2:11][C@H:10]2[NH2:12])=[CH:7][CH:6]=[C:5]([C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([F:27])([F:28])[F:29])[CH:21]=2)[N:4]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86691200HCID 86691200, compound

Product 1

HCID 86691198HCID 86691198, compoundYield 189.3%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

HCl in dioxane (1 mL) was added to a solution of tert-butyl (trans)-2-(2-chloro-6-(3-(trifluoromethyl)phenyl)pyridin-3-yl)cyclopropylcarbamate (100 mg, 0.242 mmol) in dioxane (2 mL) at 0° C. and stirred for 3 h at RT. After completion, the solvent was evaporated, residue was triturated with Et20 and dried to afford trans-2-(2-chloro-6-(3-(trifluoromethyl)phenyl)pyridin-3-yl)cyclopropanamine hydrochloride (80 mg, 95%) as white solid.

Workup

  1. customAfter completion, the solvent was evaporated
  2. customresidue was triturated with Et20
  3. customdried

Sources & evidence

ORD record
ord-e725bc56f02c44aeb3e6162df9fbbc4d
Source dataset
uspto-grants-2015_04
Patent number
US09006449B2

Reaction notes

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