[2-Benzylsulfanyl-6-(4-trifluoromethyl-phenyl)-pyrimidin-4-ylmethyl]-carbamic acid tert-butyl ester → C-[2-Benzylsulfanyl-6-(4-trifluoromethyl-phenyl)-pyrimidin-4-yl]-methylamine

HRID 1914512Notes

Reaction equation

HRID 1914512 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[CH:14]=[C:13]([C:15]2[CH:20]=[CH:19][C:18]([C:21]([F:24])([F:23])[F:22])=[CH:17][CH:16]=2)[N:12]=[C:11]([S:25][CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[N:10]=1)(C)(C)C>Cl.O1CCOCC1>[CH2:26]([S:25][C:11]1[N:10]=[C:9]([CH2:8][NH2:7])[CH:14]=[C:13]([C:15]2[CH:20]=[CH:19][C:18]([C:21]([F:23])([F:24])[F:22])=[CH:17][CH:16]=2)[N:12]=1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

Participants

4

Reactant 1

HCID 66832575[2-Benzylsulfanyl-6-(4-trifluoromethyl-phenyl)-pyrimidin-4-ylmethyl]-carbamic acid tert-butyl ester

Product 1

HCID 66832492C-[2-Benzylsulfanyl-6-(4-trifluoromethyl-phenyl)-pyrimidin-4-yl]-methylamine

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

[2-benzylsulfanyl-6-(4-trifluoromethyl-phenyl)-pyrimidin-4-ylmethyl]-carbamic acid tert-butyl ester was diluted with 4N HCl in dioxane (20 mL) at rt. After 30 min. the mixture was concentrated and the resulting solid was used without further purification. MS (ESI): mass calcd. for C19H16F3N3S, 373.2; m/z found, 374.2 [M+H]+.

Workup

  1. concentrationAfter 30 min. the mixture was concentrated
  2. customthe resulting solid was used without further purification

Sources & evidence

ORD record
ord-262f5a4559ae4f96b5c4b417923407e6
Source dataset
uspto-grants-2013_12
Patent number
US08614201B2

Reaction notes

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