Ethyl orthoformate → HCID 178458393, compound

HRID 706327Notes

Reaction equation

HRID 706327 reaction equation
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][C:5]([N:9]2[C@@H:13]([C:14]3[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH2:22][CH3:23])=[CH:16][CH:15]=3)[CH2:12][O:11][C:10]2=[O:24])=[C:4]([CH3:25])[C:3]=1[CH3:26].[CH:27](OCC)(OCC)OCC>>[CH3:25][C:4]1[C:5]([N:9]2[C@@H:13]([C:14]3[CH:15]=[CH:16][C:17]([O:20][CH2:21][CH2:22][CH3:23])=[CH:18][CH:19]=3)[CH2:12][O:11][C:10]2=[O:24])=[CH:6][C:7]2[N:8]=[CH:27][NH:1][C:2]=2[C:3]=1[CH3:26]

Participants

3

Reactant 2

HCID 31214Ethyl orthoformate2×HCID 57488494HCID 57488494, compound

Product 1

HCID 178458393HCID 178458393, compound

Procedure

The (S)-3-(4,5-diamino-2,3-dimethylphenyl)-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-f3489f073e254edcbb1cdc5cec72ab99
Source dataset
uspto-grants-2015_11
Patent number
US09173885B2

Reaction notes

Loading…