Methanol → HCID 21074219, compound

HRID 1373169Notes

Reaction equation

HRID 1373169 reaction equation
[CH3:1][C:2]1[CH:37]=[CH:36][CH:35]=[CH:34][C:3]=1[CH2:4][O:5][C:6]1[CH:7]=[C:8]([CH:22]=[C:23]([O:25][CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=2[CH3:33])[CH:24]=1)[C:9]([NH:11][C:12]1[N:17]=[CH:16][C:15]([C:18]([O:20]C)=[O:19])=[CH:14][CH:13]=1)=[O:10].CO.O.[OH-].[Na+]>C1COCC1>[CH3:33][C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=1[CH2:26][O:25][C:23]1[CH:22]=[C:8]([CH:7]=[C:6]([O:5][CH2:4][C:3]2[CH:34]=[CH:35][CH:36]=[CH:37][C:2]=2[CH3:1])[CH:24]=1)[C:9]([NH:11][C:12]1[N:17]=[CH:16][C:15]([C:18]([OH:20])=[O:19])=[CH:14][CH:13]=1)=[O:10]

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 14798Sodium HydroxideHCID 21074232HCID 21074232, compound

Product 1

HCID 21074219HCID 21074219, compoundYield 94.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Methyl 6-[(3,5-di-(2-methylbenzyloxy)benzoyl)amino]-3-pyridinecarboxylate (61 mgs) was stirred at ambient temperature in a mixture of THF (4 ml), methanol (1 ml) and water (1 ml) with 2M sodium hydroxide (0.3 ml, xs). After four hours the solvent was removed, under reduced pressure, water (5 ml) added and the pH adjusted to neutral. This gave a white precipitate which was filtered off, washed with water, dried to give the title compound (56 mgs, 94%). MS [MH]+ 483

Workup

  1. customAfter four hours the solvent was removed, under reduced pressure, water (5 ml)
  2. additionadded
  3. customThis gave a white precipitate which
  4. filtrationwas filtered off
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-41ded8f199b742bea0e18702015e46cf
Source dataset
uspto-grants-2007_01
Patent number
US07160906B2

Reaction notes

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