Sodium Hydroxide → HCID 22418065, compound

HRID 1728590Notes

Reaction equation

HRID 1728590 reaction equation
[OH-].[Na+].[OH:3][CH2:4][C:5]1[N:14]([CH2:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[C:28]([O:30]C)=[O:29])=[CH:18][CH:17]=2)[C:8]2=[N:9][CH:10]=[CH:11][C:12]([CH3:13])=[C:7]2[N:6]=1>C(O)C>[C:28]([C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=1[C:19]1[CH:18]=[CH:17][C:16]([CH2:15][N:14]2[C:8]3=[N:9][CH:10]=[CH:11][C:12]([CH3:13])=[C:7]3[N:6]=[C:5]2[CH2:4][OH:3])=[CH:21][CH:20]=1)([OH:30])=[O:29]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22418011HCID 22418011, compound

Product 1

HCID 22418065HCID 22418065, compoundYield 82.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 8 ml of an aqueous 10% sodium hydroxide solution of 500 mg (1.3 mmol) of 2-hydroxymethyl-3-[(2'-methoxycarbonyl-biphenyl-4-yl)methyl]-7-methyl- 3H-imidazo[4.5-b]pyridine and 20 ml of ethanol was heated for reflux for 2 hours. The insoluble was removed out and the filtrate was concentrated. The residue was mixed with water and washed with ethyl acetate. The aqueous phase was weakly acidified with 2N hydrochloric acid and acetic acid. The precipitates of crystals was taken out and washed with water, dried, to obtain 400 mg of the intended compound.

Workup

  1. temperaturewas heated
  2. temperaturefor reflux for 2 hours
  3. customThe insoluble was removed out
  4. concentrationthe filtrate was concentrated
  5. additionThe residue was mixed with water
  6. washwashed with ethyl acetate
  7. customThe precipitates of crystals
  8. washwashed with water
  9. customdried

Sources & evidence

ORD record
ord-a9ae02d48ba14ad3b15eebd1043c1c18
Source dataset
uspto-grants-1994_07
Patent number
US05328911

Reaction notes

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