N-Propyl-Methyl Piperidinium Bis(trifluoroMethylsulfonyl)Imide → (S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(2-(1-(trifluoromethyl)-1H-indazol-5-yl)pyridin-4-yl)benzo[d]thiazol-6-yl)acetate

HRID 879351

반응식

HRID 879351 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10]3[CH:15]=[C:14]([C:16]4[S:17][C:18]5[C:24]([C:25]6[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=6)=[C:23]([C@H:32]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])[C:33]([O:35][CH2:36][CH3:37])=[O:34])[C:22]([CH3:43])=[CH:21][C:19]=5[N:20]=4)[CH:13]=[CH:12][N:11]=3)=[CH:7][CH:8]=2)[CH:3]=[N:2]1.[F:44][C:45]([F:58])([F:57])I1C2C=CC=CC=2C(C)(C)O1.[N-](S(C(F)(F)F)(=O)=O)S(C(F)(F)F)(=O)=O>C(=S)=S>[C:39]([O:38][C@@H:32]([C:23]1[C:22]([CH3:43])=[CH:21][C:19]2[N:20]=[C:16]([C:14]3[CH:13]=[CH:12][N:11]=[C:10]([C:6]4[CH:5]=[C:4]5[C:9](=[CH:8][CH:7]=4)[N:1]([C:45]([F:58])([F:57])[F:44])[N:2]=[CH:3]5)[CH:15]=3)[S:17][C:18]=2[C:24]=1[C:25]1[CH:26]=[CH:27][C:28]([Cl:31])=[CH:29][CH:30]=1)[C:33]([O:35][CH2:36][CH3:37])=[O:34])([CH3:42])([CH3:41])[CH3:40]

참가 물질

5

반응물 3

HCID 4176748N-Propyl-Methyl Piperidinium Bis(trifluoroMethylsulfonyl)ImideHCID 160435723,3-Dimethyl-1-(trifluoromethyl)-1,2-benziodoxoleHCID 86700148HCID 86700148, 화합물

생성물 1

HCID 86700151(S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(2-(1-(trifluoromethyl)-1H-indazol-5-yl)pyridin-4-yl)benzo[d]thiazol-6-yl)acetate

시약·촉매·용매 1

HCID 6348Carbon Disulfide용매

실험 절차

To a solution of (S)-ethyl 2-(2-(2-(1H-indazol-5-yl)pyridin-4-yl)-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyacetate (40 mg, 0.065 mmol) in CS2 (1.5 mL), was added 1-Trifluoromethyl-3,3-dimethyl-1,2-benziodoxole (64 mg, 0.195 mmol), bis(trifluoromethane)sulfonimide (27 mg, 0.0975 mmol). The reaction mixture was heated at 60° C. in sealed microwave vial for 1d. The reaction mixture was washed by saturated NaHCO3, extracted by EtOAc, the organic phase was dried over MgSO4, filtered, concentrated down, purified by silica gel column, eluting by 0-50% EtOAc in hexanes to give the product. LCMS-ESI+: calc'd for C35H30ClF3N4O3S: 679.2 (M+H+); found: 679.2.

후처리

  1. washThe reaction mixture was washed by saturated NaHCO3
  2. extractionextracted by EtOAc
  3. dry with materialthe organic phase was dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated down
  6. custompurified by silica gel column
  7. washeluting by 0-50% EtOAc in hexanes
  8. customto give the product

출처 및 근거

ORD 기록
ord-290f9bc16bda4745ad44641c63c11cbe
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08987250B2

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