1-tert-Butoxycarbonylaminocyclopentanecarboxylic acid → Tert-butyl[1-({3-(3-cyclopropyl-1,2,4-oxadiazol-5-yl)-5-[4-(trifluoromethyl)phenyl]piperidin-1-yl}carbonyl)cyclopentyl]carbamate

HRID 1642852Notes

Reaction equation

HRID 1642852 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][NH:11][CH2:10]3)[O:6][N:5]=2)[CH2:3][CH2:2]1.[C:25]([O:29][C:30]([NH:32][C:33]1([C:38](O)=[O:39])[CH2:37][CH2:36][CH2:35][CH2:34]1)=[O:31])([CH3:28])([CH3:27])[CH3:26]>>[C:25]([O:29][C:30](=[O:31])[NH:32][C:33]1([C:38]([N:11]2[CH2:12][CH:13]([C:15]3[CH:16]=[CH:17][C:18]([C:21]([F:23])([F:22])[F:24])=[CH:19][CH:20]=3)[CH2:14][CH:9]([C:7]3[O:6][N:5]=[C:4]([CH:1]4[CH2:2][CH2:3]4)[N:8]=3)[CH2:10]2)=[O:39])[CH2:37][CH2:36][CH2:35][CH2:34]1)([CH3:28])([CH3:26])[CH3:27]

Participants

3

Reactant 2

HCID 27346451-tert-Butoxycarbonylaminocyclopentanecarboxylic acidHCID 580025193-(3-Cyclopropyl-1,2,4-oxadiazol-5-yl)-5-[4-(trifluoromethyl)phenyl]piperidine

Product 1

HCID 58002603Tert-butyl[1-({3-(3-cyclopropyl-1,2,4-oxadiazol-5-yl)-5-[4-(trifluoromethyl)phenyl]piperidin-1-yl}carbonyl)cyclopentyl]carbamate

Procedure

100 mg (0.30 mmol) of the compound from Example 183A and 75 mg (0.33 mmol) of 1-[(tert-butoxycarbonyl)amino]cyclopentanecarboxylic acid were reacted according to the General Method 7. Yield: 127 mg (78% of theory)

Sources & evidence

ORD record
ord-b87f603d83fe459baeef3d668cc2088f
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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