Chloro-N,N,N',N'-tetramethylformamidinium Hexafluorophosphate → 5-Oxazol-5-yl-pyrazine-2-carboxylic acid cyclopropyl-[1-(3-isopropyl-[1,2,4]oxadiazol-5-yl)-piperidin-4-yl]amide

HRID 1409776Notes

Reaction equation

HRID 1409776 reaction equation
[CH:1]1([NH:4][CH:5]2[CH2:10][CH2:9][N:8]([C:11]3[O:15][N:14]=[C:13]([CH:16]([CH3:18])[CH3:17])[N:12]=3)[CH2:7][CH2:6]2)[CH2:3][CH2:2]1.[O:19]1[C:23]([C:24]2[N:25]=[CH:26][C:27]([C:30](O)=[O:31])=[N:28][CH:29]=2)=[CH:22][N:21]=[CH:20]1.F[P-](F)(F)(F)(F)F.ClC(N(C)C)=[N+](C)C>O1CCCC1>[CH:1]1([N:4]([CH:5]2[CH2:10][CH2:9][N:8]([C:11]3[O:15][N:14]=[C:13]([CH:16]([CH3:18])[CH3:17])[N:12]=3)[CH2:7][CH2:6]2)[C:30]([C:27]2[CH:26]=[N:25][C:24]([C:23]3[O:19][CH:20]=[N:21][CH:22]=3)=[CH:29][N:28]=2)=[O:31])[CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 10989639Chloro-N,N,N',N'-tetramethylformamidinium HexafluorophosphateHCID 68290028N-cyclopropyl-1-(3-isopropyl-1,2,4-oxadiazol-5-yl)piperidin-4-amineHCID 866861585-Oxazol-5-yl-pyrazine-2-carboxylic acid

Product 1

HCID 866861815-Oxazol-5-yl-pyrazine-2-carboxylic acid cyclopropyl-[1-(3-isopropyl-[1,2,4]oxadiazol-5-yl)-piperidin-4-yl]amide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound is prepared from cyclopropyl-[1-(3-isopropyl-[1,2,4]oxadiazol-5-yl)-piperidin-4-yl]-amine and 5-oxazol-5-yl-pyrazine-2-carboxylic acid following a procedure analogous to that described in Example 1 using chloro-N,N,N′,N′-tetramethylformamidinium hexafluorophosphate as reagent and tetrahydrofuran as solvent. LC (method 8): tR=1.47 min; Mass spectrum (ESI+): m/z=424 [M+H]+.

Sources & evidence

ORD record
ord-8f529d8125024ed99796c4d8ba03de07
Source dataset
uspto-grants-2014_12
Patent number
US08921398B2

Reaction notes

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