Acetic Anhydride → HCID 59541780, compound

HRID 2388309Notes

Reaction equation

HRID 2388309 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([C:11]3[N:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=3)[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.[C:18](OC(=O)C)(=[O:20])[CH3:19]>ClCCl>[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([C:11]3[N:16]=[CH:15][C:14]([NH:17][C:18](=[O:20])[CH3:19])=[CH:13][CH:12]=3)[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 59464242HCID 59464242, compound

Product 1

HCID 59541780HCID 59541780, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

6-(1,4-Dioxa-spiro[4.5]dec-8-yl)-pyridin-3-ylamine (0.158 g, 0.675 mmol, prepared as described in Example 3: Steps A-B from 5-amino-2-bromopyridine, Aldrich) was dissolved in anhydrous dichloromethane (10 mL), treated with acetic anhydride (Aldrich, 0.080 mL, 0.846 mmol), and stirred at ambient temperature under Ar for 18 h. The reaction was quenched with saturated aqueous NaHCO3, extracted thrice with dichloromethane, and the combined organic layers washed with brine, dried over Na2SO4, filtered, and the filtrate concentrated in vacuo giving the title compound as a pale solid.

Workup

  1. customThe reaction was quenched with saturated aqueous NaHCO3
  2. extractionextracted thrice with dichloromethane
  3. washthe combined organic layers washed with brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-23acb763b88b4b1c9243eab341a13fcb
Source dataset
uspto-grants-2012_09
Patent number
US08269015B2

Reaction notes

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