4-[(2-Pyrrolidin-1-yl-ethylamino)-methyl]-phenylamine → HCID 178426945, 화합물

HRID 2352906노트

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HRID 2352906 반응식
O[CH:2]=[C:3]1[C:11]2[C:6](=[CH:7][C:8]([C:12]([C:14]3[CH:15]=[C:16]([NH:20][C:21]([C:23]4[N:24]([CH3:29])[N:25]=[C:26]([CH3:28])[CH:27]=4)=[O:22])[CH:17]=[CH:18][CH:19]=3)=[O:13])=[CH:9][CH:10]=2)[NH:5][C:4]1=[O:30].[N:31]1([CH2:36][CH2:37][NH:38][CH2:39][C:40]2[CH:45]=[CH:44][C:43]([NH2:46])=[CH:42][CH:41]=2)[CH2:35][CH2:34][CH2:33][CH2:32]1>C1COCC1>[O:30]=[C:4]1[C:3](=[CH:2][NH:46][C:43]2[CH:44]=[CH:45][C:40]([CH2:39][NH:38][CH2:37][CH2:36][N:31]3[CH2:32][CH2:33][CH2:34][CH2:35]3)=[CH:41][CH:42]=2)[C:11]2[C:6](=[CH:7][C:8]([C:12]([C:14]3[CH:15]=[C:16]([NH:20][C:21]([C:23]4[N:24]([CH3:29])[N:25]=[C:26]([CH3:28])[CH:27]=4)=[O:22])[CH:17]=[CH:18][CH:19]=3)=[O:13])=[CH:9][CH:10]=2)[NH:5]1

참가 물질

4

반응물 2

HCID 686996624-[(2-Pyrrolidin-1-yl-ethylamino)-methyl]-phenylamineHCID 178426964HCID 178426964, 화합물

생성물 1

HCID 178426945HCID 178426945, 화합물수율 31%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
65 °C

실험 절차

small screw cap test tube was charged with 2,5-Dimethyl-2H-pyrazole-3-carboxylic acid [3-(3-hydroxymethylene-2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-amide (as prepared in Example 60, 200 mg, 0.498 mmol) and THF (4 mL). To the resulting solution was added 4-[(2-Pyrrolidin-1-yl-ethylamino)-methyl]-phenylamine (prepared below; 109.2 mg, 0.498 mmol), and the mixture was stirred for 24 h at 65° C. The reaction mixture was cooled to room temperature. Hexanes were added to the reaction mixture causing a black precipitate to form. The precipitate was vacuum filtered and the filtrate was then concentrated in vacuo and redissolved into ˜5 mL of EtOAc. Hexanes were added causing a yellow precipitate to form. The precipitate was then filtered and washed with ˜1 mL of i-prOH yielding 31% (0.092 g, 0.152 mmol) of the title compound.

후처리

  1. customsmall screw cap test tube
  2. temperatureThe reaction mixture was cooled to room temperature
  3. customto form
  4. filtrationfiltered
  5. concentrationthe filtrate was then concentrated in vacuo
  6. dissolutionredissolved into ˜5 mL of EtOAc
  7. additionHexanes were added
  8. customto form
  9. filtrationThe precipitate was then filtered

출처 및 근거

ORD 기록
ord-bfa35e1def2447b8881183bbc13714c2
출처 데이터셋
uspto-grants-2010_07
특허 번호
US07749530B2

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