Water → HCID 89507622, 화합물

HRID 1192823노트

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HRID 1192823 반응식
[H-].[Na+].[OH:3][N:4]=[C:5]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:6]([NH:8][CH3:9])=[O:7].[CH2:16]([O:20][C:21](=[O:31])[NH:22][C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([CH2:29]Cl)[N:24]=1)[CH2:17][C:18]#[CH:19].O>CN(C=O)C.CCOC(C)=O>[CH3:9][NH:8][C:6](=[O:7])[C:5](=[N:4][O:3][CH2:29][C:25]1[N:24]=[C:23]([NH:22][C:21](=[O:31])[O:20][CH2:16][CH2:17][C:18]#[CH:19])[CH:28]=[CH:27][CH:26]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 6400952HCID 6400952, 화합물HCID 57407594But-3-in-1-yl[6-(chloromethyl)pyridin-2-yl]carbamate

생성물 1

HCID 89507622HCID 89507622, 화합물

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

49 mg (1.22 mmol) of sodium hydride were added to a solution of 200 mg (1.12 mmol) of 2-(hydroxyimino)-N-methyl-2-phenylacetamide (only Z diastereoisomer in 5 ml of DMF, and the suspension was stirred for 30 minutes at room temperature. Then, a solution of 268 mg (1.12 mmol) of but-3-in-1-yl[6-(chloromethyl)pyridin-2-yl]carbamate in 5 ml was added. The mixture was stirred for 3.5 hours at room temperature and then poured into 70 ml of water and admixed with 50 ml of AcOEt. The organic phase was separated off and dried over MgSO4. After removing the solvent, this gave 388 mg (95% purity, 88:12 mixture of Z and E diastereoisomers) of but-3-yn-1-yl{6-[({[2-(methylamino)-2-oxo-1-phenylethylidene]amino}oxy)methyl]pyridin-2-yl}-carbamate.

후처리

  1. stirringThe mixture was stirred for 3.5 hours at room temperature
  2. customThe organic phase was separated off
  3. dry with materialdried over MgSO4
  4. customAfter removing the solvent

출처 및 근거

ORD 기록
ord-e5a3d009a3c9407686b80dd674ff4d43
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08680283B2

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