Trifluoroacetic acid → HCID 69422628, compound

HRID 1813976Notes

Reaction equation

HRID 1813976 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([C:14]2[CH:19]=[C:18]([Cl:20])[CH:17]=[CH:16][C:15]=2[O:21][CH3:22])[CH:11]=[C:10]([NH:23]C(OC(C)(C)C)=O)[N:9]=1)(C)(C)C.[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35]>ClCCl>[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35].[Cl:20][C:18]1[CH:17]=[CH:16][C:15]([O:21][CH3:22])=[C:14]([C:12]2[CH:13]=[C:8]([NH2:7])[N:9]=[C:10]([NH2:23])[CH:11]=2)[CH:19]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69422471HCID 69422471, compound

Product 1

HCID 69422628HCID 69422628, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of [6-tert-butoxycarbonylamino-4-(5-chloro-2-methoxy-phenyl)-pyridin-2-yl]-carbamic acid tert-butyl ester (220 mg, 0.49 mmol) in dichloromethane (8 ml) was added trifluoroacetic acid (6 ml). After stirring for 1 hour, volatiles were evaporated under reduced pressure. Treatment with toluene (15 ml) and evaporation of volatiles under reduced pressure provided 4-(5-chloro-2-methoxy-phenyl)-pyridine-2,6-diamine trifluoroacetic acid salt (180 mg, 100% yield).

Workup

  1. customvolatiles were evaporated under reduced pressure
  2. customTreatment with toluene (15 ml) and evaporation of volatiles under reduced pressure

Sources & evidence

ORD record
ord-3a7ddfad6ef74cf584d404eff78cd515
Source dataset
uspto-grants-2005_04
Patent number
US06875781B2

Reaction notes

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