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Tetrahydrofuran → HCID 117666830, 화합물

HRID 1526251
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HRID 1526251 반응식
O=C1C2C(=CC=CC=2)C(=O)[N:3]1[C@H:12]1[CH2:16][CH2:15][CH2:14][C@H:13]1[O:17][C:18]1[N:19]=[C:20]([NH:29][C:30]2[CH:35]=[CH:34][C:33]([N:36]3[CH2:41][CH2:40][CH:39]([N:42]4[CH2:47][CH2:46][N:45]([CH3:48])[CH2:44][CH2:43]4)[CH2:38][CH2:37]3)=[CH:32][CH:31]=2)[C:21]([C:26]([NH2:28])=[O:27])=[N:22][C:23]=1[CH2:24][CH3:25].O.NN.O1CCCC1>C(O)C>[NH2:3][C@H:12]1[CH2:16][CH2:15][CH2:14][C@H:13]1[O:17][C:18]1[N:19]=[C:20]([NH:29][C:30]2[CH:31]=[CH:32][C:33]([N:36]3[CH2:37][CH2:38][CH:39]([N:42]4[CH2:43][CH2:44][N:45]([CH3:48])[CH2:46][CH2:47]4)[CH2:40][CH2:41]3)=[CH:34][CH:35]=2)[C:21]([C:26]([NH2:28])=[O:27])=[N:22][C:23]=1[CH2:24][CH3:25]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 24654Hydrazine hydrate (1:1)HCID 117667134HCID 117667134, 화합물

생성물 1

HCID 117666830HCID 117666830, 화합물수율 45.4%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
80 °C

실험 절차

A mixture of 5-{[(1R,2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)cyclopentyl]oxy}-6-ethyl-3-({4-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]phenyl}amino)pyrazine-2-carboxamide (322 mg), hydrazine monohydrate (99 mg), tetrahydrofuran (6.44 mL), and ethanol (6.44 mL) was stirred at 80° C. overnight. The insoluble matter was separated by filtration and the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (NH2 type: eluent; chloroform:methanol=99:1-97:3) to obtain 5-{[(1R,2S)-2-aminocyclopentyl]oxy}-6-ethyl-3-({4-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]phenyl}amino)pyrazine-2-carboxamide (117 mg) as a pale yellow solid.

후처리

  1. customThe insoluble matter was separated by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe obtained residue was purified by silica gel column chromatography (NH2 type: eluent; chloroform:methanol=99:1-97:3)

출처 및 근거

ORD 기록
ord-6a4934bab8f148c88f215d0f119767d4
출처 데이터셋
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09085540B2

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