Diisopropylethylamine → 2-chloro-4-[5-chloro-4-(2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yloxy)-pyrimidin-2-ylamino]-5-methoxy-N-(1-methyl-piperidin-4-yl)-benzamide

HRID 81357

반응식

HRID 81357 반응식
[Cl:1][C:2]1[CH:10]=[C:9]([NH:11][C:12]2[N:17]=[C:16]([O:18][C:19]3[CH:27]=[CH:26][CH:25]=[C:24]4[C:20]=3[C:21](=[O:29])[N:22]([CH3:28])[CH2:23]4)[C:15]([Cl:30])=[CH:14][N:13]=2)[C:8]([O:31][CH3:32])=[CH:7][C:3]=1[C:4](O)=[O:5].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C.[CH3:64][N:65]1[CH2:70][CH2:69][CH:68]([NH2:71])[CH2:67][CH2:66]1>CN(C=O)C>[Cl:1][C:2]1[CH:10]=[C:9]([NH:11][C:12]2[N:17]=[C:16]([O:18][C:19]3[CH:27]=[CH:26][CH:25]=[C:24]4[C:20]=3[C:21](=[O:29])[N:22]([CH3:28])[CH2:23]4)[C:15]([Cl:30])=[CH:14][N:13]=2)[C:8]([O:31][CH3:32])=[CH:7][C:3]=1[C:4]([NH:71][CH:68]1[CH2:69][CH2:70][N:65]([CH3:64])[CH2:66][CH2:67]1)=[O:5]

참가 물질

6

반응물 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 27375314-Amino-1-methylpiperidineHCID 585226292-chloro-4-[5-chloro-4-(2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yloxy)-pyrimidin-2-ylamino]-5-methoxy-benzoic acid

생성물 1

HCID 585226552-chloro-4-[5-chloro-4-(2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yloxy)-pyrimidin-2-ylamino]-5-methoxy-N-(1-methyl-piperidin-4-yl)-benzamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

2-chloro-4-[5-chloro-4-(2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yloxy)-pyrimidin-2-ylamino]-5-methoxy-benzoic acid (65 mg), TBTU (60 mg) and DIPEA (0.1 mL) are suspended in DMF (0.50 mL) and stirred for 5 min. 1-methylpiperidin-4-amine (18 mg) is added and the reaction mixture is stirred for a further 20 min. The reaction mixture is purified by HPLC without working up. (IC50=1 nmol).

후처리

  1. stirringthe reaction mixture is stirred for a further 20 min
  2. customThe reaction mixture is purified by HPLC

출처 및 근거

ORD 기록
ord-9aa7c2c2978a4154bab6733964e95079
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846689B2

연결된 노트

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