Trifluoroacetic acid → HCID 71529262, compound

HRID 1752478Notes

Reaction equation

HRID 1752478 reaction equation
C(OC(=O)[NH:7][C:8]1[O:9][CH2:10][C:11]([F:37])([F:36])[C@:12]([C:15]2[C:20]([F:21])=[CH:19][CH:18]=[C:17]([NH:22][C:23]([C:25]3[C:30]([Cl:31])=[CH:29][C:28]([C:32]([F:35])([F:34])[F:33])=[CH:27][N:26]=3)=[O:24])[N:16]=2)([CH3:14])[N:13]=1)(C)(C)C.C(O)(C(F)(F)F)=O.C([O-])([O-])=O.[Na+].[Na+]>C(Cl)Cl>[NH2:7][C:8]1[O:9][CH2:10][C:11]([F:37])([F:36])[C@:12]([C:15]2[N:16]=[C:17]([NH:22][C:23]([C:25]3[C:30]([Cl:31])=[CH:29][C:28]([C:32]([F:35])([F:33])[F:34])=[CH:27][N:26]=3)=[O:24])[CH:18]=[CH:19][C:20]=2[F:21])([CH3:14])[N:13]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 10340Sodium CarbonateHCID 86689161HCID 86689161, compound

Product 1

HCID 71529262HCID 71529262, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of ((R)-4-{6-[(3-chloro-5-trifluoromethyl-pyridine-2-carbonyl)-amino]-3-fluoro-pyridin-2-yl}-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-yl)-carbamic acid tert-butyl ester (180 mg, 0.317 mmol) in DCM (1.5 ml) was added TFA (0.5 ml) and the mixture was stirred at it for 1 h. The reaction mixture was poured on 10% aq. Na2CO3, more DCM was added and the layers were separated. The aq. phase was extracted with DCM (3×), the combined DCM phases were dried with K2CO3 and evaporated to provide the title compound as colorless solid.

Workup

  1. additionwas added
  2. customthe layers were separated
  3. extractionThe aq. phase was extracted with DCM (3×)
  4. dry with materialthe combined DCM phases were dried with K2CO3
  5. customevaporated

Sources & evidence

ORD record
ord-ceb981eecc534ec798eb519d3afdce93
Source dataset
uspto-grants-2015_10
Patent number
US09163011B2

Reaction notes

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