Ammonia → HCID 25212020, compound

HRID 572319Notes

Reaction equation

HRID 572319 reaction equation
C([O:3][C:4]([C@H:6]1[CH2:11][CH2:10][CH2:9][N:8]([C:12]([C:14]2[S:15][C:16]([C:19]3[C:23]([CH3:24])=[C:22]([C:25]([F:28])([F:27])[F:26])[O:21][N:20]=3)=[CH:17][CH:18]=2)=[O:13])[CH2:7]1)=O)C.[NH3:29]>>[CH3:24][C:23]1[C:19]([C:16]2[S:15][C:14]([C:12]([N:8]3[CH2:9][CH2:10][CH2:11][C@H:6]([C:4]([NH2:29])=[O:3])[CH2:7]3)=[O:13])=[CH:18][CH:17]=2)=[N:20][O:21][C:22]=1[C:25]([F:27])([F:28])[F:26]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 25211913HCID 25211913, compound

Product 1

HCID 25212020HCID 25212020, compoundYield 86%

Procedure

A solution of (S)-1-[5-(4-Methyl-5-trifluoromethyl-isoxazol-3-yl)-thiophene-2-carbonyl]-piperidine-3-carboxylic acid ethyl ester (Example 65, 88 mg, 0.20 mmol) in 7N methanolic ammonia (5 mL) was heated at 60° C. in a sealed vial for 48 hr. After this time the reaction mixture was evaporated and triturated and filtered with the aid of water. The filtered solids were air dried to afford product as a colorless solid (67 mg, 86%). LC/MS 5.52 min, [M+1]+ 388.

Workup

  1. customAfter this time the reaction mixture was evaporated
  2. customtriturated
  3. filtrationfiltered with the aid of water
  4. customdried

Sources & evidence

ORD record
ord-484b6450dcf8474a82801a2de9176204
Source dataset
uspto-grants-2015_05
Patent number
US09029397B2

Reaction notes

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