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Hydrochloric Acid → HCID 178522851、化合物

HRID 1181457
ノート
印刷プレビュー

反応式

HRID 1181457 の反応式
Cl[C:2]1[C:11]2[C:6](=[C:7]([NH:12][C:13]([NH:15][CH2:16][C:17]3[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][CH:18]=3)=[O:14])[CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1.Cl.C1C[O:31]CC1>C(OCC)(=O)C>[OH:31][C:2]1[C:11]2[C:6](=[C:7]([NH:12][C:13]([NH:15][CH2:16][C:17]3[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][CH:18]=3)=[O:14])[CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 313Hydrochloric Acid2 回HCID 8028TetrahydrofuranHCID 99997771-(1-Chloro-isoquinolin-5-yl)-3-(4-trifluoromethyl-benzyl)-urea

生成物 1

HCID 178522851HCID 178522851、化合物

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
90 °C

実験手順

N-(1-chloroisoquinolin-5-yl)-N′-[4-(trifluoromethyl)benzyl]urea (Example 69; 47 mg, 0.12 mmol) was added to a mixture of 3N HCl (aq. 5 ml) and THF (1 ml). The mixture was heated at 90° C. for 20 hours, then 5N HCl (aq. 2 ml) was added and the reaction heated at 90° C. for a further 20 hours. After cooling to room temperature, ethyl acetate (20 ml) was added and the layers separated (some solid was suspended in the organic layer). The organic phase was washed with saturated aqueous NaHCO3 (20 ml), then evaporated. The residue was triturated in refluxing isopropyl alcohol (5 ml), then cooled to room temperature. The white solid was collected by filtration and washed with isopropyl alcohol (2×1 ml) to give the title compound (22 mg). m/z (ES+) 362 (M+H)+.

後処理

  1. temperaturethe reaction heated at 90° C. for a further 20 hours
  2. temperatureAfter cooling to room temperature
  3. customthe layers separated (some solid
  4. washThe organic phase was washed with saturated aqueous NaHCO3 (20 ml)
  5. customevaporated
  6. customThe residue was triturated
  7. temperaturein refluxing isopropyl alcohol (5 ml)
  8. temperaturecooled to room temperature
  9. filtrationThe white solid was collected by filtration
  10. washwashed with isopropyl alcohol (2×1 ml)

出典と根拠

ORDレコード
ord-aa62680cff6f44ccad3ebd637cee45b0
出典データセット
uspto-grants-2007_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07285563B2

反応ノート

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