Diisopropylethylamine → HCID 18614392, 화합물

HRID 1265175노트

반응식

HRID 1265175 반응식
[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]

참가 물질

7

반응물 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

생성물 1

HCID 18614392HCID 18614392, 화합물수율 49.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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).

후처리

  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))

출처 및 근거

ORD 기록
ord-bfba64d9678f437680ae50832cf89f17
출처 데이터셋
uspto-grants-2003_04
특허 번호
US06545023B2

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