Hydrochloric Acid → 2-[(1R)-5-(5-Ethylpyrimidin-2-yl)-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]nonane dihydrochloride

HRID 1913453ノート

反応式

HRID 1913453 の反応式
[CH2:1]([C:3]1[CH:4]=[N:5][C:6]([C:9]2[CH:10]=[C:11]3[C:15](=[CH:16][CH:17]=2)[C@H:14]([N:18]2[CH2:21][C:20]4([CH2:26][CH2:25][N:24](C(OC(C)(C)C)=O)[CH2:23][CH2:22]4)[CH2:19]2)[CH2:13][CH2:12]3)=[N:7][CH:8]=1)[CH3:2].[ClH:34].CO>O1CCOCC1>[ClH:34].[ClH:34].[CH2:1]([C:3]1[CH:4]=[N:5][C:6]([C:9]2[CH:10]=[C:11]3[C:15](=[CH:16][CH:17]=2)[C@H:14]([N:18]2[CH2:21][C:20]4([CH2:26][CH2:25][NH:24][CH2:23][CH2:22]4)[CH2:19]2)[CH2:13][CH2:12]3)=[N:7][CH:8]=1)[CH3:2]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 58438491tert-butyl 2-[(1R)-5-(5-ethylpyrimidin-2-yl)-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]nonane-7-carboxylate

生成物 1

HCID 674091552-[(1R)-5-(5-Ethylpyrimidin-2-yl)-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]nonane dihydrochloride収率 100%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

To a flask charged with tert-butyl 2-[(1R)-5-(5-ethylpyrimidin-2-yl)-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]nonane-7-carboxylate (3-1b, 583 mg, 1.39 mmol) was added 8.0 mL of 4N HCl in dioxane at room temperature. A yellow precipitate formed immediately after the addition. The mixture was stirred at room temperature for 40 minutes. Anhydrous methanol (4 mL) was added to solublize the reaction. The resulting solution was stirred at room temperature for 4 hours. Solvent and excess HCl were removed and dried in vacuo to afford 630 mg (100%) of a light yellow solid (3-1c). The crude product was taken on to the next step without further purification. MS (ES+) 349.4 (M+H)+. 1H NMR (CD3OD) δ 1.40 (t, 3H) 2.21-2.28 (m, 5H) 2.61 (br s, 1H) 2.93 (q, 2H) 3.16-3.34 (m, 4H), 3.38-3.51 (m, 1H), 4.12-4.29 (m, 4H) 4.52-4.56 (m, 1H) 5.08-5.12 (m, 1H) 7.89-7.93 (m, 1H) 8.29-8.33 (m, 2H), 9.15-9.19 (m, 2H).

後処理

  1. customA yellow precipitate formed immediately
  2. additionafter the addition
  3. customthe reaction
  4. stirringThe resulting solution was stirred at room temperature for 4 hours
  5. customSolvent and excess HCl were removed
  6. customdried in vacuo

出典と根拠

ORDレコード
ord-c14987e7e44341189ee711d8f69cdabe
出典データセット
uspto-grants-2013_12
特許番号
US08609680B2

反応ノート

読み込み中…