Triethylsilane → HCID 18800768, compound

HRID 1418683Notes

Reaction equation

HRID 1418683 reaction equation
Cl.N=[C:3]1[NH:7][C@@H:6]([CH2:8][CH2:9][CH2:10][C:11]2[O:12][CH:13]=[C:14]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[N:15]=2)[C@@H:5]([C:21]([F:24])([F:23])[F:22])[CH2:4]1.[SiH](CC)(CC)CC.C(O)(C(F)(F)F)=[O:33].C(Cl)Cl>>[O:33]=[C:3]1[NH:7][CH:6]([CH2:8][CH2:9][CH2:10][C:11]2[O:12][CH:13]=[C:14]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[N:15]=2)[CH:5]([C:21]([F:24])([F:23])[F:22])[CH2:4]1

Participants

4

Reactant 3

HCID 12052TriethylsilaneHCID 21863450Trifluoroacetic acid methylene chlorideHCID 178470032HCID 178470032, compound

Product 1

HCID 18800768HCID 18800768, compound

Procedure

Isomer B: (±)ethyl (cis) 2-[3-[5-imino-3-(trifluoromethyl)pyrrolidin-2-yl]propyl]oxazole-4-carboxylate, monohydrochloride ##STR230## 225A) To a stirring solution of the product of Example 224 B (5 mmol) in 10 mL of 10% TFA/DCM is added Et3SiH (7.5 mmol). After stirring for 30 min, the solvent is removed under vacuum and the residue is purified by column chromatography to provide ethyl 2-[3-[5-oxo-3-(trifluoromethyl)pyrrolidin-2-yl]propyl]oxazole-4-carboxylate.

Workup

  1. customthe solvent is removed under vacuum
  2. customthe residue is purified by column chromatography

Sources & evidence

ORD record
ord-fbaa66337e2c467fb9cbc1479d3bb394
Source dataset
uspto-grants-1999_03
Patent number
US05883251

Reaction notes

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