HCID 68595341, compound → HCID 59519235, compound

HRID 237392Notes

Reaction equation

HRID 237392 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[S:23][C:9]2[N:10]=[C:11]([NH2:22])[N:12]=[C:13]([CH:14]=[CH:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:8]=2[CH:7]=1)=[O:5])[CH3:2]>C(O)C.[Pd]>[CH2:1]([O:3][C:4]([C:6]1[S:23][C:9]2[N:10]=[C:11]([NH2:22])[N:12]=[C:13]([CH2:14][CH2:15][C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:8]=2[CH:7]=1)=[O:5])[CH3:2]

Participants

4

Reactant 1

HCID 68595341HCID 68595341, compound

Product 1

HCID 59519235HCID 59519235, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 2-amino-4-styryl-thieno[2,3-d]pyrimidine-6-carboxylic acid ethyl ester (78 mg, 0.18 mmol) in ethanol was added 5% palladium on activated charcoal (51 mg) which was stirred overnight under a hydrogen atmosphere. The suspension was filtered through celite, the volatiles removed in vacuo and the residue purified using semi-preparative HPLC to yield the pure compound as an orange powder.

Workup

  1. filtrationThe suspension was filtered through celite
  2. customthe volatiles removed in vacuo
  3. customthe residue purified

Sources & evidence

ORD record
ord-09c551cb016f4ab882c164af9c452bc8
Source dataset
uspto-grants-2014_02
Patent number
US08642594B2

Reaction notes

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