Diisopropylethylamine → HCID 18614392、化合物

HRID 1265175ノート

反応式

HRID 1265175 の反応式
[CH2:1]=[C:2]1[CH2:6][CH2:5][C:4]([CH3:10])([C:7]([OH:9])=O)[CH2:3]1.Cl.[F:12][C:13]([F:27])([F:26])[C:14]1[CH:15]=[C:16]([CH:19]=[C:20]([C:22]([F:25])([F:24])[F:23])[CH:21]=1)[CH2:17]N.O[N:29]1C2N=CC=CC=2N=N1.C(N(C(C)C)CC)(C)C.Cl.CN(C)CCCN=C=NCC>ClCCl>[F:12][C:13]([F:26])([F:27])[C:14]1[CH:15]=[C:16]([CH:19]=[C:20]([C:22]([F:25])([F:23])[F:24])[CH:21]=1)[CH2:17][CH:3]1[C:2](=[CH2:1])[CH2:6][CH2:5][C:4]1([CH3:10])[C:7]([NH2:29])=[O:9]

参加物

7

反応物 5

HCID 81531DiisopropylethylamineHCID 181649HOAtHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 186143561-[3,5-Bis(trifluoromethyl)phenyl]methanamine--hydrogen chloride (1/1)HCID 18614396400770-57-2

生成物 1

HCID 18614392HCID 18614392、化合物収率 49.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of 3-methylene-1-methylcyclopentanecarboxylic acid, (600 mg, 4.28 mmol) 3,5-bis(trifluoromethyl)benzylamine hydrochloride (1.196 g, 4.28 mmol), 1-hydroxy-7-azabenzotriazole (583 mg, 4.28 mmol) and diisopropylethylamine (745 μL, 4.28 mmol) and 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (EDC, 1.230 g, 0.168, 6.42 mmol) in dichloromethane (10 mL) was stirred at room temperature for 1 hr. The reaction mixture was diluted with dichloromethane (40 mL) and washed with water (3×30 mL), brine (1×30 mL), dried (anhydrous sodium sulfate) and the solvent was evaporated under reduced pressure. The crude product was purified via mplc (Lobar Fertigsaule, LiChroprep, 40-63 μm, ethyl acetate/hexanes (1:4)) yielding 777.6 mg (49%) of pure product. 1H NMR (500 MHz, CDCl3) 7.79 (s, 1H), 7.70 (s, 2H), 6.19 (bs, 1H), 4.98 (bs, 1H), 4.92 (bs, 1H), 4.62 (dd, 15.6 Hz, 6.2 Hz, 1H), 4.54 (dd, 15.8 Hz, 6.0 Hz, 1H), 2.78 (bd, 15.8 Hz, 1H), 2.46 (m, 2H), 2.30 (bd, 15.8 Hz, 1H), 2.18 (m, 1H), 1.70 (m, 1H), 1.31 (s, 3H).

後処理

  1. washwashed with water (3×30 mL), brine (1×30 mL)
  2. dry with materialdried (anhydrous sodium sulfate)
  3. customthe solvent was evaporated under reduced pressure
  4. customThe crude product was purified via mplc (Lobar Fertigsaule, LiChroprep, 40-63 μm, ethyl acetate/hexanes (1:4))

出典と根拠

ORDレコード
ord-bfba64d9678f437680ae50832cf89f17
出典データセット
uspto-grants-2003_04
特許番号
US06545023B2

反応ノート

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