Water → HCID 89507622、化合物

HRID 1192823ノート

反応式

HRID 1192823 の反応式
[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

参加物

7

反応物 4

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

生成物 1

HCID 89507622HCID 89507622、化合物

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e5a3d009a3c9407686b80dd674ff4d43
出典データセット
uspto-grants-2014_03
特許番号
US08680283B2

反応ノート

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