Lithium Hydroxide → HCID 58513553, compound

HRID 1405051Notes

Reaction equation

HRID 1405051 reaction equation
C[O:2][C:3](=[O:28])[C:4]1[CH:9]=[C:8]([C:10]2[C:15]([C:16]#[C:17][C:18]3[CH:19]=[N:20][C:21]([NH2:24])=[CH:22][CH:23]=3)=[C:14]([CH3:25])[N:13]=[C:12]([NH2:26])[N:11]=2)[CH:7]=[CH:6][C:5]=1[Cl:27].[Li+].[OH-]>C1COCC1.O>[NH2:26][C:12]1[N:11]=[C:10]([C:8]2[CH:7]=[CH:6][C:5]([Cl:27])=[C:4]([CH:9]=2)[C:3]([OH:28])=[O:2])[C:15]([C:16]#[C:17][C:18]2[CH:19]=[N:20][C:21]([NH2:24])=[CH:22][CH:23]=2)=[C:14]([CH3:25])[N:13]=1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 58513560HCID 58513560, compound

Product 1

HCID 58513553HCID 58513553, compoundYield 59.5%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

The title compound is synthesized according to general procedure GP8 starting from 2.28 g (5.78 mmol) 5-[2-amino-5-(6-amino-pyridin-3-ylethynyl)-6-methyl-pyrimidin-4-yl]-2-chloro-benzoic acid methyl ester using 347 mg (14.4 mmol.) LiOH in 20 mL THF and 1 mL water. The product precipitates and is isolated by filtration. The product is washed with water/acetonitrile (1:1 v/v) yielding 1.30 g (3.44 mmol) desired product, which is used without further purification.

Workup

  1. customThe title compound is synthesized
  2. customThe product precipitates
  3. customis isolated by filtration
  4. washThe product is washed with water/acetonitrile (1:1 v/v)

Sources & evidence

ORD record
ord-862f7447413444458d95e8cd55153fbf
Source dataset
uspto-grants-2014_12
Patent number
US08916548B2

Reaction notes

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