Hydrochloric Acid → HCID 59161281、化合物

HRID 545512ノート

反応式

HRID 545512 の反応式
O=[C:2]1[CH2:7][CH2:6][CH:5]([NH:8][C:9](=[O:13])[CH:10]([CH3:12])[CH3:11])[CH2:4][CH2:3]1.Cl.[F:15][C:16]1([F:27])[O:20][C:19]2[CH:21]=[CH:22][C:23]([NH:25]N)=[CH:24][C:18]=2[O:17]1.Cl>O>[F:27][C:16]1([F:15])[O:17][C:18]2=[CH:24][C:23]3[NH:25][C:2]4[CH2:7][CH2:6][CH:5]([NH:8][C:9](=[O:13])[CH:10]([CH3:12])[CH3:11])[CH2:4][C:3]=4[C:22]=3[CH:21]=[C:19]2[O:20]1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 215339942-Methyl-N-(4-oxocyclohexyl)propanamideHCID 67199100HCID 67199100、化合物

生成物 1

HCID 59161281HCID 59161281、化合物収率 43%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Add N-(4oxo-cyclohexyl)-isobutyramide (933 mg, 5.09 mmol) to a suspension of (2,2-difluoro-benzo[1,3]dioxol-5-yl)-hydrazine hydrochloride salt (1.14 g, 5.09 mmol), water (7 mL) and concentrated hydrochloric acid (3 mL). Heat the reaction to 90° C. for 12 h with stirring and cool to ambient temperature. Collect the resultant solid by vacuum filtration, rinse with water and place in a vacuum oven for 5 h to afford the subtitled compound (732 mg, 43%) as a tan solid. 1H NMR (300 MHz, CDCl3): δ 7.96 (br s, 1H), 7.00 (s, 1H), 6.98 (s, 1H), 5.54 (br d, J=7.5 Hz, 1H), 4.40 (br s, 1H), 3.03 (dd, J=15.3, 5.1 Hz, 1H), 2.88-2.71 (m, 2H), 2.51 (dd, J=15.3, 7.0 Hz, 1H), 2.33 (pentet, J=6.9 Hz, 1H), 2.12-1.91 (m, 2H), 1.16 (d, J=6.9 Hz, 6H).

後処理

  1. temperatureHeat
  2. customthe reaction to 90° C. for 12 h
  3. customCollect the resultant solid
  4. filtrationby vacuum filtration
  5. washrinse with water and place in a vacuum oven for 5 h

出典と根拠

ORDレコード
ord-2678de0af0254728aa9c938546d08567
出典データセット
uspto-grants-2011_05
特許番号
US07935722B2

反応ノート

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