Propargylamine → 4-Chloro-7-[1-(tert-butoxycarbonyl)-5-(2-propynylaminomethyl)indol-2-yl]isoindolinone

HRID 21051

반응식

HRID 21051 반응식
[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([C:11]2[N:12]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[C:13]3[C:18]([CH:19]=2)=[CH:17][C:16]([CH:20]=O)=[CH:15][CH:14]=3)=[C:7]2[C:3]=1[CH2:4][NH:5][C:6]2=[O:29].[CH2:30]([NH2:33])[C:31]#[CH:32].C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>ClCCl>[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([C:11]2[N:12]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[C:13]3[C:18]([CH:19]=2)=[CH:17][C:16]([CH2:20][NH:33][CH2:30][C:31]#[CH:32])=[CH:15][CH:14]=3)=[C:7]2[C:3]=1[CH2:4][NH:5][C:6]2=[O:29]

참가 물질

5

반응물 3

HCID 239041PropargylamineHCID 5049666Sodium triacetoxyborohydrideHCID 866282274-Chloro-7-[1-(tert-butoxycarbonyl)-5-formylindol-2-yl]isoindolinone

생성물 1

HCID 866282294-Chloro-7-[1-(tert-butoxycarbonyl)-5-(2-propynylaminomethyl)indol-2-yl]isoindolinone

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

In a similar manner to Step 1 of Example 56, 4-chloro-7-[1-(tert-butoxycarbonyl)-5-formylindol-2-yl]isoindolinone (20.0 mg, 0.0487 mmol) was dissolved in dichloromethane (0.5 mL). The solution was treated with propargylamine (0.013 mL, 0.19 mmol) and sodium triacetoxyborohydride (32 mg, 0.15 mmol) to obtain 4-chloro-7-[1-(tert-butoxycarbonyl)-5-(2-propynylaminomethyl)indol-2-yl]isoindolinone.

출처 및 근거

ORD 기록
ord-ce0fe013547542df8109cc13f73906f8
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745641B2

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