Sodium Hydroxide → HCID 58235256, compound

HRID 1529215Notes

Reaction equation

HRID 1529215 reaction equation
C[O:2][C:3](=[O:27])[C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][N:13]=[C:12]([CH3:16])[C:11]=2[C:17]#[C:18][C:19]2[CH:20]=[N:21][C:22]([NH2:25])=[CH:23][CH:24]=2)=[CH:6][C:5]=1[Cl:26].[OH-].[Na+]>C1COCC1>[NH2:25][C:22]1[N:21]=[CH:20][C:19]([C:18]#[C:17][C:11]2[C:12]([CH3:16])=[N:13][CH:14]=[CH:15][C:10]=2[C:7]2[CH:8]=[CH:9][C:4]([C:3]([OH:27])=[O:2])=[C:5]([Cl:26])[CH:6]=2)=[CH:24][CH:23]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 58235210HCID 58235210, compound

Product 1

HCID 58235256HCID 58235256, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound is synthesized according to general procedure GP4 starting from 460 mg (1.2 mmol) 4-[3-(6-amino-pyridin-3-ylethynyl)-2-methyl-pyridin-4-yl]-2-chloro-benzoic acid methyl ester using 2.4 mL (2.4 mmoL) 1 N NaOH in 10 mL THF. The product is purified by chromatography on silica gel using an DCM/MeOH-gradient (100:0 to 90:10, NH3). Yield: 420 mg (95%).

Workup

  1. customThe product is purified by chromatography on silica gel using an DCM/MeOH-gradient (100:0 to 90:10, NH3)

Sources & evidence

ORD record
ord-dbb295a7eb494d1d935fc923e004815d
Source dataset
uspto-grants-2015_07
Patent number
US09090564B2

Reaction notes

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