Ethyl orthoformate → HCID 178428087, compound

HRID 452118Notes

Reaction equation

HRID 452118 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-341e0f399eb043e09a61dfa3ec28ecdf
Source dataset
uspto-grants-2013_07
Patent number
US08486940B2

Reaction notes

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