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

反応式

HRID 6856 の反応式
[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]

参加物

6

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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+).

後処理

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

出典と根拠

ORDレコード
ord-68ea0f9f7b8643a29e9da64ecd7da0c0
出典データセット
uspto-grants-2006_08
特許番号
US07084159B2

関連ノート

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