Tert-butyl 4-cyanophenylcarbamate → HCID 178507458, 화합물

HRID 2103936

반응식

HRID 2103936 반응식
C(OC([NH:8][C:9]1[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][CH:10]=1)=O)(C)(C)C.O1CC(=O)N=N1.C(OC(=O)CCNC(=O)C1C=CC(C2[NH:38][O:39][C:40](=[O:42])N=2)=CC=1)C>C(Cl)Cl.C(O)(C(F)(F)F)=O>[O:39]1[C:40](=[O:42])[N:14]=[C:13]([C:12]2[CH:11]=[CH:10][C:9]([NH2:8])=[CH:16][CH:15]=2)[NH:38]1

참가 물질

6

반응물 3

HCID 10130644Tert-butyl 4-cyanophenylcarbamateHCID 21866502OxadiazoloneHCID 178472065HCID 178472065, 화합물

생성물 1

HCID 178507458HCID 178507458, 화합물

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 6422Trifluoroacetic acid용매

실험 절차

Compound 14 (3.25 g, 14.9 mmol) was converted into oxadiazolone 15 as described earlier for the preparation of compound 3. The resulting crude light orange solid was stirred for 5 h in a mixture of DCM (15 mL) and TFA (8 mL). Concentration under reduced pressure and evaporation with toluene (2×10 mL) gave a brown solid which was purified by silica gel (40 g) column chromatography (eluent: EtOAc) to yield compound 16 (1.81 g, 69% over the three steps). Rf 0.5 (EtOAc).

후처리

  1. concentrationConcentration
  2. customunder reduced pressure and evaporation with toluene (2×10 mL)
  3. customgave a brown solid which
  4. customwas purified by silica gel (40 g) column chromatography (eluent: EtOAc)

출처 및 근거

ORD 기록
ord-80977cb623b04e04bafd62ef3fce6e2f
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07576071B2

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