Hydrochloric Acid → N1-(5-p-methylphenyloxazol-2-yl)-5,6,7,8-tetrahydronaphthalene-1,7-diamine

HRID 1785572

反応式

HRID 1785572 の反応式
Cl.C(OC(=O)[NH:8][CH:9]1[CH2:18][CH2:17][C:16]2[C:11](=[C:12]([NH:19][C:20]3[O:21][C:22]([C:25]4[CH:30]=[CH:29][C:28]([CH3:31])=[CH:27][CH:26]=4)=[CH:23][N:24]=3)[CH:13]=[CH:14][CH:15]=2)[CH2:10]1)(C)(C)C>O1CCOCC1>[CH3:31][C:28]1[CH:29]=[CH:30][C:25]([C:22]2[O:21][C:20]([NH:19][C:12]3[C:11]4[CH2:10][CH:9]([NH2:8])[CH2:18][CH2:17][C:16]=4[CH:15]=[CH:14][CH:13]=3)=[N:24][CH:23]=2)=[CH:26][CH:27]=1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 67229286[8-(5-p-Methylphenyloxazol-2-ylamino)-1,2,3,4-tetrahydronaphthalen-2-yl]carbamic acid tert-butyl ester

生成物 1

HCID 11964240N1-(5-p-methylphenyloxazol-2-yl)-5,6,7,8-tetrahydronaphthalene-1,7-diamine

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒2 回

実験手順

Hydrogen chloride in dioxane (4N, 7 mL, 28 mmol) was added to a suspension of 199 mg (0.474 mmol) of the product of Example 20G in 1 mL dioxane. After stirring 45 minutes, the mixture was quenched with 3N NaOH solution, then diluted with EtOAc and poured into water. The separated organic phase was washed with brine, dried (Na2SO4), filtered and concentrated under reduced pressure. The crude product was triturated with Et2O and the solid was collected by vacuum filtration. The result was 92 mg (61%) of the title compound as a pale pink solid. 1H NMR (DMSO-d6) δ 9.02 (br s, 1H), 7.57 (d, J=7.1 Hz, 1H), 7.45 (d, J=8.1 Hz, 2H), 7.28 (s, 1H), 7.23 (d, J=8.1 Hz, 2H), 7.08 (t, J=7.8 Hz, 1H), 6.83 (d, J=7.1 Hz, 1H), 3.05-2.70 (m, 4H), 2.31 (m, 4H), 1.85 (m, 3H), 1.42 (m, 1H); MS (ESI+) m/z 320 (M+H)+.

後処理

  1. customthe mixture was quenched with 3N NaOH solution
  2. additiondiluted with EtOAc
  3. additionpoured into water
  4. washThe separated organic phase was washed with brine
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. customThe crude product was triturated with Et2O
  9. filtrationthe solid was collected by vacuum filtration

出典と根拠

ORDレコード
ord-cc026df84b014b2786546b5466938416
出典データセット
uspto-grants-2009_03
特許番号
US07504520B2

関連ノート

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