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

HRID 1642961
Notes
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Reaction equation

HRID 1642961 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](OC4C=CC([N+]([O-])=O)=CC=4)=[O:27])[CH2:10]3)[O:6][N:5]=2)[CH2:3][CH2:2]1.Cl.[F:39][C:40]1([F:45])[CH2:44][CH2:43][NH:42][CH2:41]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]([O:21][C:22]([F:23])([F:25])[F:24])=[CH:17][CH:16]=4)[CH2:12][N:11]([C:26]([N:42]4[CH2:43][CH2:44][C:40]([F:45])([F:39])[CH2:41]4)=[O:27])[CH2:10]3)[O:6][N:5]=2)[CH2:3][CH2:2]1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 249034823,3-Difluoropyrrolidine hydrochlorideHCID 580026324-Nitrophenyl 3-(3-cyclopropyl-1,2,4-oxadiazol-5-yl)-5-[4-(trifluoromethoxy)phenyl]piperidine-1-carboxylate

Product 1

HCID 58002346{3-(3-Cyclopropyl-1,2,4-oxadiazol-5-yl)-5-[4-(trifluoromethoxy)phenyl]piperidin-1-yl}(3,3-difluoropyrrolidin-1-yl)methanone

Procedure

100 mg (0.19 mmol) of the compound from Example 176A and 83 mg (0.58 mmol) of 3,3-difluoropyrrolidine hydrochloride were reacted according to the General Method 6. Yield: 44 mg (45% of theory)

Sources & evidence

ORD record
ord-5f7897457d0a4dc186f3dc87e40d1559
Source dataset
uspto-grants-2012_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08119663B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes