Ammonia → HCID 25212020, compound

HRID 1409844Notes

Reaction equation

HRID 1409844 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-746915aa02224f9ea2a523ad6011038d
Source dataset
uspto-grants-2014_12
Patent number
US08921399B2

Reaction notes

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