Dichloromethane → 6-chloro-4'-(3-chlorophenyl)-2'-(1-methylene-propyl)spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione

HRID 1728074노트

반응식

HRID 1728074 반응식
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5](/[C:6](=[CH:20]/[C:21]3[CH:26]=[C:25](F)[CH:24]=[C:23](F)[CH:22]=3)/[C:7](=[O:19])[N:8]2COCC[Si](C)(C)C)=[CH:4][CH:3]=1.[CH2:29]=[C:30]([CH:33]=[N:34][C:35]([O:37][Si](C)(C)C)=[CH2:36])[CH2:31][CH3:32].FC(F)(F)C(O)=O.C(N(C(C)C)CC)(C)C.[Cl:58]CCl>C1(C)C=CC=CC=1.CO>[Cl:1][C:2]1[CH:10]=[C:9]2[NH:8][C:7](=[O:19])[C:6]3([CH:20]([C:21]4[CH:22]=[CH:23][CH:24]=[C:25]([Cl:58])[CH:26]=4)[CH2:36][C:35](=[O:37])[NH:34][CH:33]3[C:30](=[CH2:29])[CH2:31][CH3:32])[C:5]2=[CH:4][CH:3]=1

참가 물질

8

반응물 5

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 81531DiisopropylethylamineHCID 76567901HCID 76567901, 화합물HCID 131727336Z-6-Chloro-3-(3,5-difluoro-benzylidene)-1-(2-trimethylsilanyl-ethoxymethyl)-1,3-dihydro-indol-2-one

생성물 1

HCID 775802116-chloro-4'-(3-chlorophenyl)-2'-(1-methylene-propyl)spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione

시약·촉매·용매 2

HCID 887Methanol용매HCID 1140Toluene용매

실험 절차

In a manner similar to the method described in example 97a, 55d, E/Z-6-Chloro-3-(3,5-difluoro-benzylidene)-1-(2-trimethylsilanyl-ethoxymethyl)-1,3-dihydro-indol-2-one (0.21 g, 0.5 mmol) prepared in example 133a was reacted with 1-(1-methylene-propyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene (1 g, 5.25 mmol) prepared in example 80a in toluene, then treated with trifluoroacetic acid (5 ml) in dichloromethane, followed by treatment with diisopropylethylamine (1 mL) in methanol to give racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(1-methylene-propyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione as a white solid (35 mg, 18% for two steps).

출처 및 근거

ORD 기록
ord-c08bdab7d9b4480da267ef55441abe9b
출처 데이터셋
uspto-grants-2009_02
특허 번호
US07495007B2

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