Hydrochloric Acid → HCID 59598329, compound

HRID 2266036Notes

Reaction equation

HRID 2266036 reaction equation
C[O:2][C:3](=[O:21])[C:4]#[C:5][C:6]1[C:7]([NH:16][CH2:17][CH2:18][CH2:19][CH3:20])=[N:8][C:9]([C:12]([F:15])([F:14])[F:13])=[CH:10][CH:11]=1.[Li+].[OH-].Cl>C1COCC1>[CH2:17]([NH:16][C:7]1[C:6]([C:5]#[C:4][C:3]([OH:21])=[O:2])=[CH:11][CH:10]=[C:9]([C:12]([F:15])([F:13])[F:14])[N:8]=1)[CH2:18][CH2:19][CH3:20]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 59598311HCID 59598311, compound

Product 1

HCID 59598329HCID 59598329, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a suspension of (2-butylamino-6-trifluoromethyl-pyridin-3-yl)-propynoic acid methyl ester (78 mg, 0.26 mmol) in THF (0.50 ml) was added a solution of 1 N-LiOH (1.0 ml), and the mixture was stirred for 3 hours at room temperature. The reaction mixture was acidified with 1N HCl to pH 1˜2. The solution was extracted three times with methylene chloride and then dried over anhyd. Na2SO4 and concentrated in vacuo to the title compound (50 mg, 65%).

Workup

  1. extractionThe solution was extracted three times with methylene chloride
  2. customdried over anhyd
  3. concentrationNa2SO4 and concentrated in vacuo to the title compound (50 mg, 65%)

Sources & evidence

ORD record
ord-4dc479759e254551b1651b685e00621a
Source dataset
uspto-grants-2010_12
Patent number
US07858621B2

Reaction notes

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