Trifluoroacetic acid → N-Cyclopropyl-3-fluoro-4-oxazol-5-yl-N-piperidin-4-yl-benzamide

HRID 68772

Reaction equation

HRID 68772 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][CH:15]2[CH2:17][CH2:16]2)[CH2:10][CH2:9]1)=O)(C)(C)C.[F:18][C:19]1[CH:20]=[C:21]([CH:25]=[CH:26][C:27]=1[C:28]1[O:32][CH:31]=[N:30][CH:29]=1)[C:22](O)=[O:23].O1C2(CCN(C#N)CC2)OCC1.FC(F)(F)C(O)=O>ClCCl>[CH:15]1([N:14]([CH:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)[C:22](=[O:23])[C:21]2[CH:25]=[CH:26][C:27]([C:28]3[O:32][CH:31]=[N:30][CH:29]=3)=[C:19]([F:18])[CH:20]=2)[CH2:16][CH2:17]1

Participants

6

Reactant 4

HCID 6422Trifluoroacetic acidHCID 2769591tert-Butyl 4-(cyclopropylamino)piperidine-1-carboxylateHCID 682901443-Fluoro-4-oxazol-5-yl-benzoic acidHCID 866782101,4-Dioxa-8-aza-spiro[4.5]decane-8-carbonitrile

Product 1

HCID 68290215N-Cyclopropyl-3-fluoro-4-oxazol-5-yl-N-piperidin-4-yl-benzamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound is prepared from 4-cyclopropylamino-piperidine-1-carboxylic acid tert-butyl ester and 3-fluoro-4-oxazol-5-yl-benzoic acid following a procedure analogous to that described in Intermediate 1. The cleavage of the BOC group is accomplished by using trifluoroacetic acid in dichloromethane. LC (method 14): tR=0.98 min; Mass spectrum (ESI+): m/z=330 [M+H]+.

Sources & evidence

ORD record
ord-f1e437eebe564c5b95d16d602c980288
Source dataset
uspto-grants-2014_09
Patent number
US08822471B2

Linked notes

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