Methyl 5-chloropyrazine-2-carboxylate → 5-{4-[Cyclopropyl-(4-oxazol-5-yl-benzoyl)-amino]-piperidin-1-yl}-pyrazine-2-carboxylic acid methyl ester

HRID 68876Notes

Reaction equation

HRID 68876 reaction equation
Cl.[CH:2]1([N:5]([CH:19]2[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]2)[C:6](=[O:18])[C:7]2[CH:12]=[CH:11][C:10]([C:13]3[O:17][CH:16]=[N:15][CH:14]=3)=[CH:9][CH:8]=2)[CH2:4][CH2:3]1.[CH3:25][O:26][C:27]([C:29]1[CH:34]=[N:33][C:32](Cl)=[CH:31][N:30]=1)=[O:28]>CN1CCCC1=O>[CH3:25][O:26][C:27]([C:29]1[CH:34]=[N:33][C:32]([N:22]2[CH2:23][CH2:24][CH:19]([N:5]([CH:2]3[CH2:4][CH2:3]3)[C:6](=[O:18])[C:7]3[CH:8]=[CH:9][C:10]([C:13]4[O:17][CH:16]=[N:15][CH:14]=4)=[CH:11][CH:12]=3)[CH2:20][CH2:21]2)=[CH:31][N:30]=1)=[O:28]

Participants

4

Reactant 2

HCID 406081Methyl 5-chloropyrazine-2-carboxylateHCID 68289930N-cyclopropyl-4-oxazol-5-yl-N-piperidin-4-yl-benzamide hydrochloride

Product 1

HCID 712934775-{4-[Cyclopropyl-(4-oxazol-5-yl-benzoyl)-amino]-piperidin-1-yl}-pyrazine-2-carboxylic acid methyl ester

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

The title compound is prepared from N-cyclopropyl-4-oxazol-5-yl-N-piperidin-4-yl-benzamide hydrochloride and 5-chloro-pyrazine-2-carboxylic acid methyl ester following a procedure analogous to that described in Example 19 using N-methylpyrrolidinone as solvent. LC (method 16): tR=0.44 min; Mass spectrum (ESI+): m/z=448 [M+H]+.

Sources & evidence

ORD record
ord-117ba5ff125d4e0ab7236052a3370e5f
Source dataset
uspto-grants-2014_09
Patent number
US08822471B2

Reaction notes

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