HCID 14576175, compound → HCID 14576177, compound

HRID 232143Notes

Reaction equation

HRID 232143 reaction equation
C[O:2][C:3](=[O:27])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9]1[C:13]2[CH2:14][CH2:15][CH2:16][C:12]=2[N:11]([C:17]2[CH:22]=[CH:21][C:20]([NH:23][C:24](=[O:26])[CH3:25])=[CH:19][CH:18]=2)[N:10]=1>CO.[OH-].[Na+].O>[C:24]([NH:23][C:20]1[CH:19]=[CH:18][C:17]([N:11]2[C:12]3[CH2:16][CH2:15][CH2:14][C:13]=3[C:9]([CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][C:3]([OH:27])=[O:2])=[N:10]2)=[CH:22][CH:21]=1)(=[O:26])[CH3:25]

Participants

5

Reactant 1

HCID 14576175HCID 14576175, compound

Product 1

HCID 14576177HCID 14576177, compoundYield 64%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of the compound of Example 19 (0.13 g) in methanol (7 ml) and 1N sodium hydroxide (3.5 ml) was reacted at 25° C. for 2 hours. The solution was diluted with water, acidified, and the precipitate was extracted into ethyl acetate. The residue from drying and evaporation of solvent was recrystallized from acetonitrile to provide pure title compound (80 mg), m.p. 149°-150° C.

Workup

  1. extractionthe precipitate was extracted into ethyl acetate
  2. customThe residue from drying
  3. customevaporation of solvent
  4. customwas recrystallized from acetonitrile

Sources & evidence

ORD record
ord-d4165cf9bda44b258404adb88b4a29ec
Source dataset
uspto-grants-1989_07
Patent number
US04851425

Reaction notes

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