tert-Butyl 4-(cyclopropylamino)piperidine-1-carboxylate → 4-{[5-(4-Cyano-2-fluoro-phenyl)-isoxazole-3-carbonyl]-cyclopropyl-amino}-piperidine-1-carboxylic acid tert-butyl ester

HRID 1424536Notes

Reaction equation

HRID 1424536 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[O:13][N:12]=[C:11]([C:14]([OH:16])=O)[CH:10]=2)=[C:5]([F:17])[CH:4]=1)#[N:2].[C:18]([O:22][C:23]([N:25]1[CH2:30][CH2:29][CH:28]([NH:31][CH:32]2[CH2:34][CH2:33]2)[CH2:27][CH2:26]1)=[O:24])([CH3:21])([CH3:20])[CH3:19]>>[C:18]([O:22][C:23]([N:25]1[CH2:30][CH2:29][CH:28]([N:31]([C:14]([C:11]2[CH:10]=[C:9]([C:6]3[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[CH:4][C:5]=3[F:17])[O:13][N:12]=2)=[O:16])[CH:32]2[CH2:33][CH2:34]2)[CH2:27][CH2:26]1)=[O:24])([CH3:21])([CH3:19])[CH3:20]

Participants

3

Reactant 2

HCID 2769591tert-Butyl 4-(cyclopropylamino)piperidine-1-carboxylateHCID 710937375-(4-Cyano-2-fluorophenyl)-1,2-oxazole-3-carboxylic acid

Product 1

HCID 867096144-{[5-(4-Cyano-2-fluoro-phenyl)-isoxazole-3-carbonyl]-cyclopropyl-amino}-piperidine-1-carboxylic acid tert-butyl ester

Procedure

The title compound is prepared from 5-(4-cyano-2-fluoro-phenyl)-isoxazole-3-carboxylic acid and 4-cyclopropylamino-piperidine-1-carboxylic acid tert-butyl ester following a procedure analogous to that described for Intermediate 6. LC (method 3): tR=1.69 min; Mass spectrum (ESI−): m/z=453 [M−H]−.

Sources & evidence

ORD record
ord-3e3305138171445291cf9d4ead53d094
Source dataset
uspto-grants-2015_01
Patent number
US08927726B2

Reaction notes

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