Methanol → HCID 58513444, compound

HRID 1405050Notes

Reaction equation

HRID 1405050 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[F:27].CO>C1COCC1.O>[NH2:26][C:12]1[N:11]=[C:10]([C:8]2[CH:7]=[CH:6][C:5]([F: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 887MethanolHCID 58513516HCID 58513516, compound

Product 1

HCID 58513444HCID 58513444, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

The title compound is synthesized according to general procedure GP8 starting from 1.95 g (5.1 mmol) 5-[2-amino-5-(6-amino-pyridin-3-ylethynyl)-6-methyl-pyrimidin-4-yl]-2-fluoro-benzoic acid methyl ester using 500 mg (11.9 mmol) LiOH in 40 mL THF and 10 mL water. The product precipitates and is isolated by filtration. The product is washed with MeOH yielding 1.76 g (4.48 mmol) of the desired product.

Workup

  1. customThe title compound is synthesized
  2. customThe product precipitates
  3. customis isolated by filtration

Sources & evidence

ORD record
ord-78f2ef5e60f640a793093ac91bbe1191
Source dataset
uspto-grants-2014_12
Patent number
US08916548B2

Reaction notes

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