Ethyl orthoformate → HCID 178458394, compound

HRID 452119Notes

Reaction equation

HRID 452119 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([N:10]2[C@@H:14]([C:15]3[CH:20]=[CH:19][C:18]([O:21][CH2:22][CH2:23][CH3:24])=[CH:17][CH:16]=3)[CH2:13][O:12][C:11]2=[O:25])[CH:5]=[C:6]([CH3:9])[C:7]=1[NH2:8].[CH:26](OCC)(OCC)OCC>>[CH3:9][C:6]1[C:7]2[NH:8][CH:26]=[N:1][C:2]=2[CH:3]=[C:4]([N:10]2[C@@H:14]([C:15]3[CH:16]=[CH:17][C:18]([O:21][CH2:22][CH2:23][CH3:24])=[CH:19][CH:20]=3)[CH2:13][O:12][C:11]2=[O:25])[CH:5]=1

Participants

3

Reactant 2

HCID 31214Ethyl orthoformate2×HCID 57488493HCID 57488493, compound

Product 1

HCID 178458394HCID 178458394, compound

Procedure

The (S)-3-(3,4-diamino-5-methylphenyl)-4-(4-propoxyphenyl)oxazolidin-2-one was dissolved in triethyl orthoformate and was refluxed for 30 minutes. After cooling the excess of triethyl orthoformate was removed under reduced pressure. The final product was purified via FPLC using a chloroform-methanol gradient (0→10%).

Workup

  1. temperaturewas refluxed for 30 minutes
  2. customwas removed under reduced pressure
  3. customThe final product was purified via FPLC

Sources & evidence

ORD record
ord-534ef127857a472ca3cfe180ee86fdfd
Source dataset
uspto-grants-2013_07
Patent number
US08486940B2

Reaction notes

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