Trifluoroacetic acid → HCID 22713187, compound

HRID 351535Notes

Reaction equation

HRID 351535 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[S:18][C:17]([C:19]3[CH:28]=[CH:27][C:22]([C:23]([O:25][CH3:26])=[O:24])=[CH:21][CH:20]=3)=[N:16][N:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[F:29][C:30]([F:35])([F:34])[C:31]([OH:33])=[O:32]>ClCCl>[F:29][C:30]([F:35])([F:34])[C:31]([O-:33])=[O:32].[CH3:26][O:25][C:23]([C:22]1[CH:27]=[CH:28][C:19]([C:17]2[S:18][C:14]([CH:11]3[CH2:12][CH2:13][NH2+:8][CH2:9][CH2:10]3)=[N:15][N:16]=2)=[CH:20][CH:21]=1)=[O:24]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 22713166HCID 22713166, compound

Product 1

HCID 22713187HCID 22713187, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of methyl 4-[5-[N-(tert-butoxycarbonyl)-piperidin-4-yl]-1,3,4-thiadiazol-2-yl]benzoate (1.28 g) in dichloromethane (12 ml) was added trifluoroacetic acid (25 ml) at 0° C. and the reaction mixture was stirred for 1 hour at room temperature. The solvents were removed under reduced pressure. The precipitate was triturated with diisopropyl ether, collected by filtration, washed with diisopropyl ether and dried under reduced pressure to give 4-[5-(4-methoxycarbonylphenyl)-1,3,4-thiadiazol-2-yl]piperidinium trifluoroacetate (1.31 g).

Workup

  1. customThe solvents were removed under reduced pressure
  2. customThe precipitate was triturated with diisopropyl ether
  3. filtrationcollected by filtration
  4. washwashed with diisopropyl ether
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-f1a05a7e73fc48dab0abeb4dc4bdbcc0
Source dataset
uspto-grants-2004_06
Patent number
US06743776B2

Reaction notes

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