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1,2-Dichloroethane → HCID 67408780、化合物

HRID 714738
ノート
印刷プレビュー

反応式

HRID 714738 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][C:11]([C:14]([OH:16])=O)=[C:10]([CH2:17][N:18]2[C:22](=[O:23])[N:21]([CH2:24][CH:25]([OH:30])[C:26]([F:29])([F:28])[F:27])[C:20]([C:31]3[CH:36]=[CH:35][C:34]([Cl:37])=[CH:33][CH:32]=3)=[N:19]2)[CH:9]=1.C1C=CC2N(O)N=[N:44]C=2C=1.C(Cl)CCl.N>CN(C=O)C.O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][C:11]([C:14]([NH2:44])=[O:16])=[C:10]([CH2:17][N:18]2[C:22](=[O:23])[N:21]([CH2:24][CH:25]([OH:30])[C:26]([F:28])([F:29])[F:27])[C:20]([C:31]3[CH:32]=[CH:33][C:34]([Cl:37])=[CH:35][CH:36]=3)=[N:19]2)[CH:9]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 111,2-DichloroethaneHCID 222Ammonia2 回HCID 757711-HydroxybenzotriazoleHCID 53379068HCID 53379068、化合物

生成物 1

HCID 67408780HCID 67408780、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒
HCID 6228
Dimethylformamide
溶媒

実験手順

43 mg (0.08 mmol) of the compound from Example 132 were initially charged in 1 ml of DMF, and 14 mg (0.10 mmol) of HOBt and 19 mg (0.10 mmol) of EDC were added. After 10 min of stirring at RT, 0.41 ml (0.20 mmol) of ammonia solution (35% strength in water) was added, and the mixture was stirred at RT for 16 h. Under reduced pressure, the reaction solution was then freed of excess ammonia, about 3 ml of water were added and the mixture was extracted three times with in each case 5 ml of ethyl acetate. The combined organic phases were dried over magnesium sulfate, filtered and concentrated under reduced pressure. The crude product was purified chromatographically on silica gel (mobile phase: cyclohexane/ethyl acetate 1:3→1:5). This gave 19 mg (42% of theory) of the target compound.

後処理

  1. stirringthe mixture was stirred at RT for 16 h
  2. additionwere added
  3. extractionthe mixture was extracted three times with in each case 5 ml of ethyl acetate
  4. dry with materialThe combined organic phases were dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe crude product was purified chromatographically on silica gel (mobile phase: cyclohexane/ethyl acetate 1:3→1:5)

出典と根拠

ORDレコード
ord-2961b6d305ab49b2b363a6ac94a063a9
出典データセット
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09187466B2

反応ノート

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