Ethyl orthoformate → HCID 178428087, compound

HRID 706326Notes

Reaction equation

HRID 706326 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([N:10]2[C@@H:14]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH2:13][O:12][C:11]2=[O:21])[CH:5]=[C:6]([CH3:9])[C:7]=1[NH2:8].[CH:22](OCC)(OCC)OCC>>[CH3:9][C:6]1[C:7]2[NH:8][CH:22]=[N:1][C:2]=2[CH:3]=[C:4]([N:10]2[C@@H:14]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH2:13][O:12][C:11]2=[O:21])[CH:5]=1

Participants

3

Reactant 2

HCID 31214Ethyl orthoformate2×HCID 57488490HCID 57488490, compound

Product 1

HCID 178428087HCID 178428087, compound

Procedure

The (S)-3-(3,4-diamino-5-methylphenyl)-4-phenyloxazolidin-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-3157ec96755e4cbb9a66ec4ce5852e0a
Source dataset
uspto-grants-2015_11
Patent number
US09173885B2

Reaction notes

Loading…