HCID 22674365, compound → HCID 22674451, compound

HRID 1005709Notes

Reaction equation

HRID 1005709 reaction equation
[CH2:1]([C:3]1[N:4]=[C:5]([C:12]([C:14]2[S:15][CH:16]=[CH:17][CH:18]=2)=[O:13])[C:6]2[S:11][CH:10]=[CH:9][C:7]=2[N:8]=1)[CH3:2]>CO>[CH2:1]([C:3]1[N:4]=[C:5]([CH:12]([C:14]2[S:15][CH:16]=[CH:17][CH:18]=2)[OH:13])[C:6]2[S:11][CH:10]=[CH:9][C:7]=2[N:8]=1)[CH3:2]

Participants

3

Reactant 1

HCID 22674365HCID 22674365, compound

Product 1

HCID 22674451HCID 22674451, compoundYield 65.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2-ethylthieno[3,2-d]pyrimidin-4-yl 2-thienylmethanone (170 mg, 0.6 mmol) in MeOH (10 mL) at room temperature was treated with NaBH (26 mg, 0.7 mmol), stirred for 1.5 h, concentrated in vacuo, treated with water (10 mL), extracted with EtOAc (2×10 mL) and purified by chromatography [SiO2; EtOAc] to give the title compound (109 mg, 64 %) as a pale yellow solid.

Workup

  1. concentrationconcentrated in vacuo
  2. additiontreated with water (10 mL)
  3. extractionextracted with EtOAc (2×10 mL)
  4. custompurified by chromatography [SiO2; EtOAc]

Sources & evidence

ORD record
ord-107f059731d64dcc840521918a127bd8
Source dataset
uspto-grants-2004_09
Patent number
US06787541B1

Reaction notes

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