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

HRID 1643094Notes

Reaction equation

HRID 1643094 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]([O:21][C:22]([F:25])([F:24])[F:23])=[CH:17][CH:16]=4)[CH2:12][N:11]([C:26]([O:28]C4C=CC([N+]([O-])=O)=CC=4)=O)[CH2:10]3)[O:6][N:5]=2)[CH2:3][CH2:2]1.[NH:38]1[CH2:42][CH2:41][CH:40]([OH:43])[CH2:39]1>>[CH:1]1([C:4]2[N:8]=[C:7]([CH:9]3[CH2:14][CH:13]([C:15]4[CH:16]=[CH:17][C:18]([O:21][C:22]([F:25])([F:23])[F:24])=[CH:19][CH:20]=4)[CH2:12][N:11]([C:26]([N:38]4[CH2:42][CH2:41][CH:40]([OH:43])[CH2:39]4)=[O:28])[CH2:10]3)[O:6][N:5]=2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 982104-HydroxypyrrolidineHCID 580026324-Nitrophenyl 3-(3-cyclopropyl-1,2,4-oxadiazol-5-yl)-5-[4-(trifluoromethoxy)phenyl]piperidine-1-carboxylate

Product 1

HCID 58002509{3-(3-Cyclopropyl-1,2,4-oxadiazol-5-yl)-5-[4-(trifluoromethoxy)phenyl]piperidin-1-yl}(3-hydroxypyrrolidin-1-yl)methanone

Procedure

100 mg (0.19 mmol) of the compound from Example 176A and 50 mg (0.58 mmol) of 3-pyrrolidinol were reacted according to the General Method 6. Yield: 50 mg (53% of theory)

Sources & evidence

ORD record
ord-92f026e327ec40de9e75035fa4d2033b
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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