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Methanol → HCID 178499336, 화합물

HRID 2388291
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HRID 2388291 반응식
[CH3:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([C:8](Cl)=[O:9])[CH2:4][CH2:3]1.N1C=CC=CC=1.[CH3:17][O:18][C:19]([C:21]1[S:22][C:23]([C:40]#[C:41][C:42]([CH3:45])([CH3:44])[CH3:43])=[CH:24][C:25]=1[NH:26][CH:27]1[CH2:32][CH2:31][N:30]([C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])[CH2:29][CH2:28]1)=[O:20].CO>C1(C)C=CC=CC=1.C(Cl)Cl>[CH3:17][O:18][C:19]([C:21]1[S:22][C:23]([C:40]#[C:41][C:42]([CH3:45])([CH3:44])[CH3:43])=[CH:24][C:25]=1[N:26]([C:8]([C@H:5]1[CH2:6][CH2:7][C@H:2]([CH3:1])[CH2:3][CH2:4]1)=[O:9])[CH:27]1[CH2:32][CH2:31][N:30]([C:33]([O:35][C:36]([CH3:37])([CH3:38])[CH3:39])=[O:34])[CH2:29][CH2:28]1)=[O:20]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 887MethanolHCID 1049Pyridine2회HCID 666035305-(3,3-dimethyl-but-1-ynyl)-3-(N-tert-butoxycarbonyl-piperidin-4-yl)amino-thiophene-2-carboxylic acid methyl esterHCID 178461265HCID 178461265, 화합물

생성물 1

HCID 178499336HCID 178499336, 화합물수율 78%

시약·촉매·용매 2

HCID 1140
Toluene
용매
HCID 6344Dichloromethane용매

실험 절차

trans-4-Methylcyclohexyl carboxylic acid chloride (23.88 mmol) and pyridine (2.89 mL, 35.82 mmol) are added to a solution of 5-(3,3-dimethyl-but-1-ynyl)-3-(N-tert-butoxycarbonyl-piperidin-4-yl)amino-thiophene-2-carboxylic acid methyl ester from step III (5.142 g) in dry toluene (50 mL). The mixture is refluxed for 24 h, then it is brought to room temperature, and additional amount of pyridine (1.0 mL) and MeOH (5 mL) are added. Then the mixture is diluted with CH2Cl2, washed with brine, organic fraction is separated, dried over Na2SO4, and concentrated to give 5.198 g of crude 5-(3,3-dimethyl-but-1-ynyl)-3-[(trans-4-methyl-cyclohexanecarbonyl)-(N-tert-butoxycarbonyl-piperidin-4-yl)amino]-thiophene-2-carboxylic acid methyl ester containing variable amounts of 5-(3,3-dimethyl-but-1-ynyl)-3-[(trans-4-methyl-cyclohexanecarbonyl)-(piperidin-4-yl)-amino]-thiophene-2-carboxylic acid methyl ester.

후처리

  1. temperatureThe mixture is refluxed for 24 h
  2. customis brought to room temperature
  3. washwashed with brine, organic fraction
  4. customis separated
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-6cbbd6fb4e0d4189a79482ae6b036ebb
출처 데이터셋
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08269014B2

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