Water → Methanesulfonic Acid 3-{3-[3-(4-cyano-5-methylsulfanyl-3-pyridin-3-yl-thiophene-2-yl)-4-methyl-phenylamino]-phenoxyl}-propyl Ester

HRID 6856

반응식

HRID 6856 반응식
[OH:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]([NH:12][C:13]2[CH:14]=[CH:15][C:16]([CH3:34])=[C:17]([C:19]3[S:23][C:22]([S:24][CH3:25])=[C:21]([C:26]#[N:27])[C:20]=3[C:28]3[CH:29]=[N:30][CH:31]=[CH:32][CH:33]=3)[CH:18]=2)[CH:9]=[CH:10][CH:11]=1.CCN(CC)CC.[CH3:42][S:43](Cl)(=[O:45])=[O:44].O>C(Cl)Cl>[C:26]([C:21]1[C:20]([C:28]2[CH:29]=[N:30][CH:31]=[CH:32][CH:33]=2)=[C:19]([C:17]2[CH:18]=[C:13]([NH:12][C:8]3[CH:7]=[C:6]([CH:11]=[CH:10][CH:9]=3)[O:5][CH2:4][CH2:3][CH2:2][O:1][S:43]([CH3:42])(=[O:45])=[O:44])[CH:14]=[CH:15][C:16]=2[CH3:34])[S:23][C:22]=1[S:24][CH3:25])#[N:27]

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 220190305-{5-[3-(3-Hydroxy-propoxy)-phenylamino]-2-methyl-phenyl}-2-methylsulfanyl-4-pyridin-3-yl-thiophene-3-carbonitrile

생성물 1

HCID 86588175Methanesulfonic Acid 3-{3-[3-(4-cyano-5-methylsulfanyl-3-pyridin-3-yl-thiophene-2-yl)-4-methyl-phenylamino]-phenoxyl}-propyl Ester

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 5-{5-[3-(3-hydroxy-propoxy)-phenylamino]-2-methyl-phenyl}-2-methylsulfanyl-4-pyridin-3-yl-thiophene-3-carbonitrile (370 mg, 0.76 mmol) in DCM (10 mL) was added Et3N (155 mg, 0.15 mmol) followed by MsCl (130 mg, 1.15 mmol). The resulting mixture was stirred at ambient temperature for 10 min under nitrogen then poured into 20 ml water and extracted with DCM (20 ml×3). The combined organic layers were dried over Na2SO4 and concentrated in vacuo. The desired product was obtained (391 mg, 91%) and confirmed by LC/MS (Calculated: 565.12; observed: 565.1+1, ES+).

후처리

  1. extractionextracted with DCM (20 ml×3)
  2. dry with materialThe combined organic layers were dried over Na2SO4
  3. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-68ea0f9f7b8643a29e9da64ecd7da0c0
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07084159B2

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