Formic Acid → HCID 10425107, compound

HRID 1161996Notes

Reaction equation

HRID 1161996 reaction equation
[Br:1][C:2]1[C:10]2[O:9][C:8]([C:11]3(O)[CH:16]4[CH2:17][CH2:18][N:13]([CH2:14][CH2:15]4)[CH2:12]3)=[CH:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.C(O)=O>CO>[Br:1][C:2]1[C:10]2[O:9][C:8]([C:11]3[CH:16]4[CH2:15][CH2:14][N:13]([CH2:18][CH2:17]4)[CH:12]=3)=[CH:7][C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 284Formic AcidHCID 10519842HCID 10519842, compound2×

Product 1

HCID 10425107HCID 10425107, compoundYield 99.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-(7-Bromo-1-benzofuran-2-yl)quinuclidin-3-ol (600 mg, 1.86 mmol; Intermediate 24, Step 2) was dissolved in methanol (2 mL) and formic acid (40 mL) was added to the flask. The resulting mixture was heated at reflux overnight. Concentration in vacuo furnished 562 mg (99%) of the title product. HPLC purity=90%, m/z=305 (M+H)+.

Workup

  1. temperatureThe resulting mixture was heated
  2. temperatureat reflux overnight
  3. concentrationConcentration in vacuo

Sources & evidence

ORD record
ord-a4836a15bb7d4bcd8e866bb7a626ec71
Source dataset
uspto-grants-2010_10
Patent number
US07820675B2

Reaction notes

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