HCID 86589032, compound → 5-Methyl-2-pyrazinecarboxylic acid

HRID 897054Notes

Reaction equation

HRID 897054 reaction equation
O1[C@H]2C[C@@]3(C)C(C4C[C@H](F)C5[C@@](C)([C@]124)C=CC(=O)C=5)C[C@@H](C)[C@]3([O:27][C:28]([C:30]1[CH:35]=[N:34][C:33]([CH3:36])=[CH:32][N:31]=1)=[O:29])C(OC)=O>C1(C)C=CC=CC=1>[CH3:36][C:33]1[N:34]=[CH:35][C:30]([C:28]([OH:29])=[O:27])=[N:31][CH:32]=1

Participants

3

Reactant 1

HCID 86589032HCID 86589032, compound

Product 1

HCID 1228315-Methyl-2-pyrazinecarboxylic acid

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The product of Step 2 (1.92 g) is dissolved in toluene (100 mL). HCl gas is bubbled through the solution for 90 minutes and the reaction mixture is stirred at room temperature for 16 hours. The solvent is evaporated, the crude product triturated with hot ethanol and dried to afford 5-methylpyrazine-2-carboxylic acid 6S,9R,10S,11S,13S,16R,17R)-9-chloro-6-flouro-11-hydroxy-17-methoxycarbonyl-10,13,16-trimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl ester.

Workup

  1. customHCl gas is bubbled through the solution for 90 minutes
  2. customThe solvent is evaporated
  3. customthe crude product triturated with hot ethanol
  4. customdried

Sources & evidence

ORD record
ord-d4cec9fca0b84772a5e26db8898a31fb
Source dataset
uspto-grants-2005_07
Patent number
US06921757B2

Reaction notes

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