Tert-butyl[3-fluoro-5-(4-methoxy-2-trifluoromethyl-phenylamino)-pyridin-2-ylmethyl]-carbamate → (6-Aminomethyl-5-fluoro-pyridin-3-yl)-(4-methoxy-2-trifluoromethyl-phenyl)-amine

HRID 1428211Notes

Reaction equation

HRID 1428211 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[C:14]([F:15])=[CH:13][C:12]([NH:16][C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][C:18]=2[C:25]([F:28])([F:27])[F:26])=[CH:11][N:10]=1)(C)(C)C>Cl.O1CCOCC1>[NH2:7][CH2:8][C:9]1[N:10]=[CH:11][C:12]([NH:16][C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][C:18]=2[C:25]([F:28])([F:26])[F:27])=[CH:13][C:14]=1[F:15]

Participants

4

Reactant 1

HCID 68025880Tert-butyl[3-fluoro-5-(4-methoxy-2-trifluoromethyl-phenylamino)-pyridin-2-ylmethyl]-carbamate

Product 1

HCID 66765948(6-Aminomethyl-5-fluoro-pyridin-3-yl)-(4-methoxy-2-trifluoromethyl-phenyl)-amine

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

Tert-butyl[3-fluoro-5-(4-methoxy-2-trifluoromethyl-phenylamino)-pyridin-2-ylmethyl]-carbamate (0.13 mmol) was stirred for two hours at 60° C. in a mixture of 2 mL semi-concentrated hydrochloric acid and 3 mL dioxane. The mixture was then evaporated to dryness, then the residue was stirred with 3 mL toluene and evaporated down again. The crude product thus obtained (89% of theory) was used further without purification.

Workup

  1. customThe mixture was then evaporated to dryness
  2. customevaporated down again

Sources & evidence

ORD record
ord-9754cfec491040c5850a71f0370dc78f
Source dataset
uspto-grants-2015_01
Patent number
US08937073B2

Reaction notes

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