Sodium ethoxide → HCID 178517571、化合物

HRID 530745ノート

反応式

HRID 530745 の反応式
Cl.[F:2][C:3]([F:13])([F:12])[C:4]1[N:5]=[C:6]([C:9]([NH2:11])=[NH:10])[S:7][CH:8]=1.C([O:16][C:17]([C:19]([O:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=[CH:20][O-])=O)C.[Na+].CC[O-].[Na+]>CCO>[O:22]([C:19]1[C:17]([OH:16])=[N:10][C:9]([C:6]2[S:7][CH:8]=[C:4]([C:3]([F:2])([F:12])[F:13])[N:5]=2)=[N:11][CH:20]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

参加物

5

反応物 3

HCID 2723922Sodium ethoxideHCID 66730292HCID 66730292、化合物HCID 667304744-(Trifluoromethyl)thiazole-2-carboximidamide hydrochloride

生成物 1

HCID 178517571HCID 178517571、化合物収率 81%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
90 °C

実験手順

To a solution of compound 282 (280 mg, 1 eq.) in dry EtOH (6 mL) was added compound 291 (1.38 g, 5 eq.) under nitrogen, followed by NaOEt (165 mg, 1 eq.). The reaction mixture was stirred at 90° C. for 2 hrs. EtOH was evaporated and a DCM/water mixture was added. Aqueous layer was acidified to pH 5 with aqueous 1N HCl and was extracted with DCM. The combined organic layers were dried over Na2SO4, filtered, concentrated in vacuo, and purified by chromatography on silica gel (DCM/MeOH) to yield compound AI1 as a beige oil in 81% yield. MS (ESI, EI+): m/z=340 (MH+).

後処理

  1. customEtOH was evaporated
  2. additiona DCM/water mixture was added
  3. extractionwas extracted with DCM
  4. dry with materialThe combined organic layers were dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. custompurified by chromatography on silica gel (DCM/MeOH)
  8. customto yield compound AI1 as a beige oil in 81% yield

出典と根拠

ORDレコード
ord-fa960f2374e34d63ab3cfd519ca9e431
出典データセット
uspto-grants-2016_05
特許番号
US09353100B2

反応ノート

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