(3S)-pyrrolidin-3-ol → HCID 49819422, compound

HRID 661274Notes

Reaction equation

HRID 661274 reaction equation
Cl[C:2]1[N:6]=[C:5]([CH:7]2[CH2:12][CH:11]([C:13]3[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=3)[CH2:10][N:9]([C:23]([N:25]3[CH2:30][CH2:29][O:28][CH2:27][CH2:26]3)=[O:24])[CH2:8]2)[O:4][N:3]=1.[NH:31]1[CH2:35][CH2:34][C@H:33]([OH:36])[CH2:32]1>C(O)C>[OH:36][C@H:33]1[CH2:34][CH2:35][N:31]([C:2]2[N:6]=[C:5]([CH:7]3[CH2:12][CH:11]([C:13]4[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=4)[CH2:10][N:9]([C:23]([N:25]4[CH2:30][CH2:29][O:28][CH2:27][CH2:26]4)=[O:24])[CH2:8]3)[O:4][N:3]=2)[CH2:32]1

Participants

4

Reactant 2

HCID 2733874(3S)-pyrrolidin-3-olHCID 58116540{3-(3-Chloro-1,2,4-oxadiazol-5-yl)-5-[4-(trifluoromethyl)phenyl]piperidin-1-yl}(morpholin-4-yl)methanone

Product 1

HCID 49819422HCID 49819422, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 150 mg (0.337 mmol) of the oxadiazole from Example 23A in 2.25 ml of ethanol were added 588 mg (6.74 mmol) of (3S)-pyrrolidin-3-ol, and then the reaction mixture was stirred in the microwave at 80 for 2 h. The solvent was removed under reduced pressure and the crude product was purified by means of preparative

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe crude product was purified by means of preparative

Sources & evidence

ORD record
ord-f3aff0b9b4cf47af9e7cf1d14ca39037
Source dataset
uspto-grants-2011_12
Patent number
US08084469B2

Reaction notes

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