Ethyl iodoacetate → Ethyl {[6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-3,5-dicyano-4-(piperidin-1-yl)pyridin-2-yl]oxy}acetate

HRID 2369214노트

반응식

HRID 2369214 반응식
I[CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4].[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[S:16][CH:17]=[C:18]([CH2:20][S:21][C:22]3[C:27]([C:28]#[N:29])=[C:26]([N:30]4[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]4)[C:25]([C:36]#[N:37])=[C:24]([OH:38])[N:23]=3)[N:19]=2)=[CH:11][CH:10]=1>C1(C)C=CC=CC=1.C(OCC)(=O)C.C(=O)(O)[O-].[Na+].C(=O)([O-])[O-].[Ag+2]>[Cl:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2[S:16][CH:17]=[C:18]([CH2:20][S:21][C:22]3[N:23]=[C:24]([O:38][CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4])[C:25]([C:36]#[N:37])=[C:26]([N:30]4[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35]4)[C:27]=3[C:28]#[N:29])[N:19]=2)=[CH:13][CH:14]=1

참가 물질

7

반응물 2

HCID 12183Ethyl iodoacetateHCID 178510526HCID 178510526, 화합물

생성물 1

HCID 70908326Ethyl {[6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-3,5-dicyano-4-(piperidin-1-yl)pyridin-2-yl]oxy}acetate

시약·촉매·용매 4

HCID 178418647HCID 178418647, 화합물촉매HCID 1140Toluene용매HCID 8857Ethyl Acetate용매HCID 516892Sodium Bicarbonate용매

실험 절차

43 mg ethyl iodoacetate are initially charged in 2.4 ml of dry toluene. 47 mg (0.10 mmol) of the compound from Example 10A and 14 mg (0.05 mmol) of silver carbonate are then added. The reaction mixture is stirred with exclusion of light for 24 h. The mixture is then diluted with 1 ml of ethyl acetate, and 1 ml of saturated aqueous sodium bicarbonate solution is added. After separation of the phases the organic phase is dried over magnesium sulfate. The solvent is removed on a rotary evaporator and the residue is purified by preparative HPLC (column: YMC GEL ODS-AQ S-5/15 μm; mobile phase gradient: acetonitrile/water 10:90→95:5).

후처리

  1. additionis added
  2. customAfter separation of the phases the organic phase
  3. dry with materialis dried over magnesium sulfate
  4. customThe solvent is removed on a rotary evaporator
  5. customthe residue is purified by preparative HPLC (column: YMC GEL ODS-AQ S-5/15 μm; mobile phase gradient: acetonitrile/water 10:90→95:5)

출처 및 근거

ORD 기록
ord-c8455c0fb05242978f1bbc546eb6d4ea
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08703934B2

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