Sodium Bicarbonate → 443148-30-9

HRID 131195Notes

Reaction equation

HRID 131195 reaction equation
COC1C=C(C=CC=1OC)C[NH:7][C:8]1[N:9]=[C:10]([C:17]2[O:18][CH:19]=[CH:20][CH:21]=2)[C:11]2[S:16][CH:15]=[CH:14][C:12]=2[N:13]=1.C([O-])(O)=O.[Na+]>C(O)(C(F)(F)F)=O>[O:18]1[CH:19]=[CH:20][CH:21]=[C:17]1[C:10]1[C:11]2[S:16][CH:15]=[CH:14][C:12]=2[N:13]=[C:8]([NH2:7])[N:9]=1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 59732316HCID 59732316, compound

Product 1

HCID 9964493443148-30-9Yield 92.1%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of N-(3,4-dimethoxybenzyl)-4-(2-furyl)thieno[3,2-d]pyrimidine-2-amine (199 mg, 0.54 mmol) in TFA (1 mL) was heated at 60° C. for 1 h, cooled, poured into sat. NaHCO3, extracted with EtOAc, dried (MgSO4), concentrated in vacuo and purified by chromatography (SiO2:EtOAc:Heptane, 1:1 and MeOH:DCM, 1:19) to give the title compound (108 mg, 92%) as a cream solid.

Workup

  1. temperaturecooled
  2. extractionextracted with EtOAc
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated in vacuo
  5. custompurified by chromatography (SiO2:EtOAc:Heptane, 1:1 and MeOH:DCM, 1:19)

Sources & evidence

ORD record
ord-307df8f31ff349c08e02a574f8d2bd05
Source dataset
uspto-grants-2008_06
Patent number
US07384949B2

Reaction notes

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