Hydrochloric Acid → HCID 69108009, compound

HRID 1838260Notes

Reaction equation

HRID 1838260 reaction equation
[OH-].[Na+].[C:3]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C@@H:16]([CH3:17])[CH2:15][N:14]([C:18]([NH:20][C:21]3[CH:26]=[CH:25][N:24]=[C:23]([C:27]([O:29]CC)=[O:28])[CH:22]=3)=[O:19])[C@H:13]([CH3:32])[CH2:12]2)=[CH:7][C:6]=1[C:33]([F:36])([F:35])[F:34])#[N:4].Cl>C1COCC1>[C:3]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C@@H:16]([CH3:17])[CH2:15][N:14]([C:18]([NH:20][C:21]3[CH:26]=[CH:25][N:24]=[C:23]([C:27]([OH:29])=[O:28])[CH:22]=3)=[O:19])[C@H:13]([CH3:32])[CH2:12]2)=[CH:7][C:6]=1[C:33]([F:35])([F:36])[F:34])#[N:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86590779HCID 86590779, compound

Product 1

HCID 69108009HCID 69108009, compoundYield 88.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A 40 ml portion of 1 N sodium hydroxide aqueous solution was added dropwise to 40 ml of THF solution containing 3.36 g of ethyl (2R,5S)-4-{[4-(4-cyano-3-trifluoromethylphenyl)-2,5-dimethylpiperazine-1-carbonyl]amino}pyridine-2-carboxylate synthesized in Example 18-3, and the mixture was stirred at room temperature for 1 hour. This was adjusted to pH 2 to 3 by adding 4 N hydrochloric acid under ice-cooling, and the thus formed precipitate was collected by filtration, washed with purified water and then dried at 70° C. under reduced pressure to obtain 2.80 g of the title compound.

Workup

  1. temperaturecooling
  2. filtrationthe thus formed precipitate was collected by filtration
  3. washwashed with purified water
  4. customdried at 70° C. under reduced pressure

Sources & evidence

ORD record
ord-94e5447c32a743fa81c0c4e09ab7b334
Source dataset
uspto-grants-2004_01
Patent number
US06673799B1

Reaction notes

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