Hydrochloric Acid → HCID 136337162、化合物

HRID 1428829ノート

反応式

HRID 1428829 の反応式
Cl.O1CCOCC1.[CH2:8]([O:10][C:11]([C:13]1[CH:14]=[N:15][N:16]([C:18]2[N:27](COCC[Si](C)(C)C)[C:26](=[O:36])[C:25]3[C:20](=[CH:21][CH:22]=[C:23]([C:37]4[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=4[CH3:43])[CH:24]=3)[N:19]=2)[CH:17]=1)=[O:12])[CH3:9]>>[CH2:8]([O:10][C:11]([C:13]1[CH:14]=[N:15][N:16]([C:18]2[NH:27][C:26](=[O:36])[C:25]3[C:20](=[CH:21][CH:22]=[C:23]([C:37]4[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=4[CH3:43])[CH:24]=3)[N:19]=2)[CH:17]=1)=[O:12])[CH3:9]

参加物

4

反応物 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 68487879HCID 68487879、化合物

生成物 1

HCID 136337162HCID 136337162、化合物収率 80%

反応条件

温度
23 °C

実験手順

A solution of HCl in dioxane (4M, 0.872 mL, 3.48 mmol) was added to 1-[4-oxo-6-o-tolyl-3-(2-trimethylsilanyl-ethoxymethyl)-3,4-dihydro-quinazolin-2-yl]-1H-pyrazole-4-carboxylic acid ethyl ester (88.0 mg, 0.174 mmol). The reaction mixture was stirred at 23° C. After 18 h, the reaction mixture was concentrated under reduced pressure. Et2O was added (5 mL) and the resulting precipitate was collected by filtration and washed well with Et2O to afford the titled compound (52.0 mg, 80%). MS (ESI): mass calcd. for C21H18N4O3, 374.1; m/z found 375.2 [M+H]+. 1H NMR (600 MHz, CDCl3): 9.05 (s, 1H), 8.35 (s, 1H), 8.02 (s, 1H), 7.86 (d, J=6.6 Hz, 1H), 7.78 (s, 1H), 7.37-7.28 (m, 4H), 4.31 (q, J=7.1 Hz, 2H), 2.28 (s, 3H), 1.33 (t, J=7.1 Hz, 3H).

後処理

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. additionEt2O was added (5 mL)
  3. filtrationthe resulting precipitate was collected by filtration
  4. washwashed well with Et2O

出典と根拠

ORDレコード
ord-8af44849201245d284057e3a83666583
出典データセット
uspto-grants-2015_01
特許番号
US08937078B2

反応ノート

読み込み中…