Potassium Hydroxide → 2,4-Bis[[(2,3-difluorophenyl)methyl]thio]-7-pteridinamine

HRID 1789937Notes

Reaction equation

HRID 1789937 reaction equation
[NH2:1][C:2]1[C:7]([NH:8][CH2:9][C:10]#[N:11])=[C:6]([S:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[C:15]=2[F:21])[N:5]=[C:4]([S:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([F:30])[C:25]=2[F:31])[N:3]=1.[OH-].[K+]>CO.ClCCl>[F:31][C:25]1[C:26]([F:30])=[CH:27][CH:28]=[CH:29][C:24]=1[CH2:23][S:22][C:4]1[N:5]=[C:6]([S:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[C:15]=2[F:21])[C:7]2[C:2](=[N:1][C:10]([NH2:11])=[CH:9][N:8]=2)[N:3]=1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 22037045[[4-Amino-2,6-bis[[(2,3-difluorophenyl)methyl]thio]-5-pyrimidinyl]amino]acetonitrile

Product 1

HCID 220370392,4-Bis[[(2,3-difluorophenyl)methyl]thio]-7-pteridinamine

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of the product from example 1 step b) (1.35 g) and potassium hydroxide (114 mg) in methanol (50 ml) and dichloromethane (20 ml) was stirred at room temperature for 24 hours. After evaporation in vacuo, the residue was purified by silica gel flash column chromatography, eluting with 5:1 dichloromethane:ethyl acetate, to give the subtitled compound as a pale yellow solid (0.37 g).

Workup

  1. customAfter evaporation in vacuo
  2. customthe residue was purified by silica gel flash column chromatography
  3. washeluting with 5:1 dichloromethane

Sources & evidence

ORD record
ord-5fd2ccf2dc594170826f4d7c291c7658
Source dataset
uspto-grants-2006_07
Patent number
US07071193B2

Reaction notes

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