Sodium Hydroxide → HCID 67511946, 화합물

HRID 2404448노트

반응식

HRID 2404448 반응식
Cl.[CH3:2][NH2:3].C[Al](C)C.C[O:9][C:10](=O)[CH2:11][S:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([CH:19]([C:28]2[S:29][C:30]3[CH:36]=[CH:35][CH:34]=[CH:33][C:31]=3[N:32]=2)[O:20][CH:21]2[CH2:26][CH2:25][N:24]([CH3:27])[CH2:23][CH2:22]2)[CH:14]=1.[OH-].[Na+]>C1(C)C=CC=CC=1.O>[S:29]1[C:30]2[CH:36]=[CH:35][CH:34]=[CH:33][C:31]=2[N:32]=[C:28]1[CH:19]([O:20][CH:21]1[CH2:26][CH2:25][N:24]([CH3:27])[CH2:23][CH2:22]1)[C:15]1[CH:14]=[C:13]([S:12][CH2:11][C:10]([NH:3][CH3:2])=[O:9])[CH:18]=[CH:17][CH:16]=1

참가 물질

7

반응물 4

HCID 14798Sodium HydroxideHCID 6364545Methylamine hydrochlorideHCID 16682925TrimethylaluminumHCID 66835983HCID 66835983, 화합물

생성물 1

HCID 67511946HCID 67511946, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 1140Toluene용매3회

반응 조건

온도
60 °C

실험 절차

To a solution of methylamine hydrochloride (76 mg) in toluene (2 mL) is added a 2N solution of trimethylaluminum in toluene. The reaction mixture is heated at 60° C. for 1 hour. Then a solution of {3-[(benzothiazol-2-yl)(1-methylpiperidin-4-yloxy)-methyl]phenylsulfanyl}acetic acid methyl ester (50 mg) in toluene (1 mL) is added. The reaction mixture is heated at 60° C. for 24 hours. Water is added to the reaction mixture, pH is adjusted to 10 with a solution of sodium hydroxide, and the mixture is filtered on celite. The filtrate is extracted with ethyl acetate. The pooled organic extracts are dried over magnesium sulfate and concentrated under reduced pressure. The residue is purified by chromatography (toluene/acetone/triethylamine 80/20/0.2) to give 2-{3-[benzothiazol-2-yl(1-methylpiperidin-4-yloxy)methyl]phenylsulfanyl}-N-methylacetamide.

후처리

  1. temperatureThe reaction mixture is heated at 60° C. for 24 hours
  2. filtrationthe mixture is filtered on celite
  3. extractionThe filtrate is extracted with ethyl acetate
  4. dry with materialThe pooled organic extracts are dried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue is purified by chromatography (toluene/acetone/triethylamine 80/20/0.2)

출처 및 근거

ORD 기록
ord-d867bdce2dde4f5ca0349232f40bab49
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08802664B2

반응 노트

불러오는 중…