2,6-Lutidine → HCID 58941848、化合物

HRID 2097637ノート

反応式

HRID 2097637 の反応式
[OH:1][CH2:2][C:3]1[S:7][N:6]=[N:5][C:4]=1[C:8]([O:10][CH3:11])=[O:9].N1C(C)=CC=CC=1C.O([Si:28]([CH:35]([CH3:37])[CH3:36])([CH:32]([CH3:34])[CH3:33])[CH:29]([CH3:31])[CH3:30])S(C(F)(F)F)(=O)=O>C(Cl)Cl>[CH:29]([Si:28]([CH:35]([CH3:37])[CH3:36])([CH:32]([CH3:34])[CH3:33])[O:1][CH2:2][C:3]1[S:7][N:6]=[N:5][C:4]=1[C:8]([O:10][CH3:11])=[O:9])([CH3:31])[CH3:30]

参加物

5

反応物 3

HCID 79372,6-LutidineHCID 2724529Triisopropylsilyl trifluoromethanesulfonateHCID 58941864HCID 58941864、化合物

生成物 1

HCID 58941848HCID 58941848、化合物収率 87%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

To a solution of methyl 5-(hydroxymethyl)-1,2,3-thiadiazole-4-carboxylate (1.22 g, 0.007 mol) in DCM (20 mL) at 0° C. was added 2,6-lutidine (2.0 mL, 0.018 mol) followed by triisopropylsilyl triflate (2.4 mL, 0.0091 mol). The solution was stirred at 0° C. for 5 minutes. The reaction was then concentrated and purified by flash chromatography to give the desired product (2.0 g, 87%). 1H NMR (400 MHz, CDCl3): δ; MF═C14H26N2O3SSi; LCMS calculated for C14H27N2O3SSi (M+H)+: m/z=331.1.

後処理

  1. concentrationThe reaction was then concentrated
  2. custompurified by flash chromatography

出典と根拠

ORDレコード
ord-8a6f0473b32741c5bad7f6df61b64715
出典データセット
uspto-grants-2013_05
特許番号
US08450351B2

反応ノート

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