1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → 2-[4-[2-(4-Methyl-1-piperazinyl)-4-thiazolyl]phenyl]-3-oxa-1-azaspiro[4.5]dec-1-en-4-one

HRID 448775

반응식

HRID 448775 반응식
Cl.C(N=C=NCCCN(C)C)C.[CH3:13][N:14]1[CH2:19][CH2:18][N:17]([C:20]2[S:21][CH:22]=[C:23]([C:25]3[CH:30]=[CH:29][C:28]([C:31]([NH:33][C:34]4([C:40]([OH:42])=O)[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]4)=[O:32])=[CH:27][CH:26]=3)[N:24]=2)[CH2:16][CH2:15]1>CN(C)C=O>[CH3:13][N:14]1[CH2:15][CH2:16][N:17]([C:20]2[S:21][CH:22]=[C:23]([C:25]3[CH:30]=[CH:29][C:28]([C:31]4[O:32][C:40](=[O:42])[C:34]5([CH2:35][CH2:36][CH2:37][CH2:38][CH2:39]5)[N:33]=4)=[CH:27][CH:26]=3)[N:24]=2)[CH2:18][CH2:19]1

참가 물질

4

반응물 2

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 576728871-[([4-[2-(4-Methyl-1-piperazinyl)-4-thiazolyl]phenyl]carbonyl]amino]cyclohexanecarboxylic acid

생성물 1

HCID 576728032-[4-[2-(4-Methyl-1-piperazinyl)-4-thiazolyl]phenyl]-3-oxa-1-azaspiro[4.5]dec-1-en-4-one수율 67%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

450 mg (2.5 mmol) of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride was added to a solution of 910 mg (2.1 mmol) of 1-[[[4-[2-(4-methyl-1-piperazinyl)-4-thiazolyl]phenyl]carbonyl]amino]cyclohexanecarboxylic acid in 20 ml of dimethylformamide. After the mixture was stirred at room temperature for 4 hours, the reaction solution was concentrated under reduced pressure, ethyl acetate was added thereto, and the mixture was successively washed with water, a saturated aqueous sodium hydrogencarbonate solution and saturated brine, followed by drying with anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to obtain 577 mg (67%) of the title compound.

후처리

  1. concentrationthe reaction solution was concentrated under reduced pressure, ethyl acetate
  2. additionwas added
  3. washthe mixture was successively washed with water
  4. dry with materialby drying with anhydrous sodium sulfate
  5. distillationThe solvent was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-66f633d0d012452ea58b27bc86e5a5e3
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08481725B2

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