Sodium Hydroxide → HCID 58235201, compound

HRID 1529223Notes

Reaction equation

HRID 1529223 reaction equation
C[O:2][C:3](=[O:30])[C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][N:13]=[C:12]([CH2:16][CH3:17])[C:11]=2[C:18]#[C:19][C:20]2[C:21]([CH2:27][CH3:28])=[N:22][C:23]([NH2:26])=[CH:24][CH:25]=2)=[CH:6][C:5]=1[F:29].[OH-].[Na+]>C1COCC1.O>[NH2:26][C:23]1[N:22]=[C:21]([CH2:27][CH3:28])[C:20]([C:19]#[C:18][C:11]2[C:12]([CH2:16][CH3:17])=[N:13][CH:14]=[CH:15][C:10]=2[C:7]2[CH:8]=[CH:9][C:4]([C:3]([OH:30])=[O:2])=[C:5]([F:29])[CH:6]=2)=[CH:25][CH:24]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 58235318HCID 58235318, compound

Product 1

HCID 58235201HCID 58235201, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

The title compound is synthesized according to general procedure GP4 starting from 944 mg (2.34 mmol) 4-[3-(6-Amino-2-ethyl-pyridin-3-ylethynyl)-2-ethyl-pyridin-4-yl]-2-fluoro-benzoic acid methyl ester (A-43) using 3.5 mL (3.5 mmoL) 1N NaOH in 25 mL THF. The reaction mixture is diluted with water and the product extracted with DCM. The organic phase is separated and the solvent removed under reduced pressure. The crude product is used without further purification. Yield: 945 mg (>100%).

Workup

  1. extractionthe product extracted with DCM
  2. customThe organic phase is separated
  3. customthe solvent removed under reduced pressure
  4. customThe crude product is used without further purification

Sources & evidence

ORD record
ord-cf0e3c1edde2468d8c34f9629d9592f0
Source dataset
uspto-grants-2015_07
Patent number
US09090564B2

Reaction notes

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