Water → HCID 67426693, 화합물

HRID 2235468노트

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HRID 2235468 반응식
[CH3:1][C:2]1([CH3:22])[C:10]2[CH:9]=[C:8]3[NH:11][C:12]([NH:14][CH3:15])=[N:13][C:7]3=[CH:6][C:5]=2[N:4]([CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[C:3]1=[O:21].[CH3:23][C:24]1[CH:29]=[CH:28][C:27]([S:30](Cl)(=[O:32])=[O:31])=[CH:26][CH:25]=1.O>N1C=CC=CC=1>[CH3:22][C:2]1([CH3:1])[C:10]2[CH:9]=[C:8]3[N:11]([S:30]([C:27]4[CH:28]=[CH:29][C:24]([CH3:23])=[CH:25][CH:26]=4)(=[O:32])=[O:31])[C:12]([NH:14][CH3:15])=[N:13][C:7]3=[CH:6][C:5]=2[N:4]([CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[C:3]1=[O:21]

참가 물질

5

반응물 3

HCID 962WaterHCID 73974-Toluenesulfonyl chlorideHCID 674266807,7-Dimethyl-2-methylamino-5-pentyl-5,7-dihydro-1H-imidazo[4,5-f]indol-6-one

생성물 1

HCID 67426693HCID 67426693, 화합물수율 38.8%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a solution of 7,7-dimethyl-2-methylamino-5-pentyl-5,7-dihydro-1H-imidazo[4,5-f]indol-6-one (230 mg) in pyridine (6 ml) is added 4-methyl-benzenesulfonyl chloride (160 mg; 0.84 mmol) at 0° C. After addition the mixture is warmed to RT and stirred for 48 h. The reaction solution is dissolved with water and the aqueous layer is extracted with EtOAc. The combined organic layer is washed with hydrochloric acid (0.5 N) and brine, dried over Na2SO4 and concentrated in vacuo. The compound (135 mg) is obtained by flash chromatography on silica gel eluting with CH2Cl2/MeOH (40:1).

후처리

  1. additionAfter addition the mixture
  2. extractionthe aqueous layer is extracted with EtOAc
  3. washThe combined organic layer is washed with hydrochloric acid (0.5 N) and brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-85ed162d2e02429baae3ecc4ca6ece89
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07714010B2

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