4-Hydroxypyrrolidine → {3-(3-Cyclopropyl-1,2,4-oxadiazol-5-yl)-5-[4-(trifluoromethyl)phenyl]piperidin-1-yl}(3-hydroxy-pyrrolidin-1-yl)methanone

HRID 1642963Notes

Reaction equation

HRID 1642963 reaction equation
[CH:1]1([C:4]2[N:8]=[C:7]([CH:9]3[CH2:14][CH:13]([C:15]4[CH:20]=[CH:19][C:18]([C:21]([F:24])([F:23])[F:22])=[CH:17][CH:16]=4)[CH2:12][N:11]([C:25](OC4C=CC([N+]([O-])=O)=CC=4)=[O:26])[CH2:10]3)[O:6][N:5]=2)[CH2:3][CH2:2]1.[NH:37]1[CH2:41][CH2:40][CH:39]([OH:42])[CH2:38]1>>[CH:1]1([C:4]2[N:8]=[C:7]([CH:9]3[CH2:14][CH:13]([C:15]4[CH:20]=[CH:19][C:18]([C:21]([F:23])([F:24])[F:22])=[CH:17][CH:16]=4)[CH2:12][N:11]([C:25]([N:37]4[CH2:41][CH2:40][CH:39]([OH:42])[CH2:38]4)=[O:26])[CH2:10]3)[O:6][N:5]=2)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 982104-HydroxypyrrolidineHCID 580021744-Nitrophenyl 3-(3-cyclopropyl-1,2,4-oxadiazol-5-yl)-5-[4-(trifluoromethyl)phenyl]piperidine-1-carboxylate

Product 1

HCID 58002523{3-(3-Cyclopropyl-1,2,4-oxadiazol-5-yl)-5-[4-(trifluoromethyl)phenyl]piperidin-1-yl}(3-hydroxy-pyrrolidin-1-yl)methanone

Procedure

100 mg (0.20 mmol) of the compound from Example 184A and 52 mg (0.6 mmol) of 3-pyrrolidinol were reacted according to the General Method 6. Yield: 50 mg (55% of theory)

Sources & evidence

ORD record
ord-101edf4ee340433db00a4029059f3bd9
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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