Tert-butyl 4-cyanophenylcarbamate → HCID 178507458、化合物

HRID 2103936

反応式

HRID 2103936 の反応式
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

参加物

6

反応物 3

HCID 10130644Tert-butyl 4-cyanophenylcarbamateHCID 21866502OxadiazoloneHCID 178472065HCID 178472065、化合物

生成物 1

HCID 178507458HCID 178507458、化合物

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 6422Trifluoroacetic acid溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-80977cb623b04e04bafd62ef3fce6e2f
出典データセット
uspto-grants-2009_08
特許番号
US07576071B2

関連ノート

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