Triethylamine → HCID 25122028, 화합물

HRID 37877노트

반응식

HRID 37877 반응식
[CH3:1][C:2]([CH3:18])([CH3:17])[CH2:3][N:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][CH:11]=2)[CH2:6][CH2:5]1.C(N(CC)CC)C.[O:26]=[C:27]([C:31]1[N:39]2[C:34]([CH2:35][CH2:36][CH2:37][CH2:38]2)=[CH:33][C:32]=1[C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1)[C:28](Cl)=[O:29]>C(Cl)Cl>[CH3:1][C:2]([CH3:18])([CH3:17])[CH2:3][N:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:15]=[CH:14][C:13]([NH:16][C:28](=[O:29])[C:27](=[O:26])[C:31]3[N:39]4[C:34]([CH2:35][CH2:36][CH2:37][CH2:38]4)=[CH:33][C:32]=3[C:40]3[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=3)=[CH:12][CH:11]=2)[CH2:6][CH2:5]1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 242791974-[4-(2,2-Dimethyl-propyl)-piperazin-1-yl-]-phenylamineHCID 86649692Oxo-(2-phenyl-5,6,7,8-tetrahydro-indolizin-3-yl)-acetyl chloride

생성물 1

HCID 25122028HCID 25122028, 화합물수율 36.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

실험 절차

To an ice-cold solution of 4-[4-(2,2-dimethyl-propyl)-piperazin-1-yl]-phenylamine (prepared as described in Reference Example 93, 300 mg, 1.21 mmol) and triethylamine (0.33 mL, 2.4 mmol) in dry DCM (12 mL) was added a solution of oxo-(2-phenyl-5,6,7,8-tetrahydro-indolizin-3-yl)-acetyl chloride (prepared as described in Reference Example 21, 407 mg, 1.41 mmol) in DCM (5 mL). The mixture was warmed to room temperature and stirred for 30 min then diluted with DCM, washed successively with water, sodium bicarbonate solution and brine, then dried over sodium sulfate. Concentration gave a residue which was purified by preparative TLC using ethyl acetate and hexane (3:7) as eluent to afford N-{4-[4-(2,2-dimethyl-propyl)-piperazin-1-yl]-phenyl}-2-oxo-2-(2-phenyl-5,6,7,8-tetrahydro-indolizin-3-yl)-acetamide (220 mg, 36%) as a yellow powder.

후처리

  1. washwashed successively with water, sodium bicarbonate solution and brine
  2. dry with materialdried over sodium sulfate
  3. concentrationConcentration
  4. customgave a residue which
  5. customwas purified by preparative TLC

출처 및 근거

ORD 기록
ord-27038262d7744d498bc2c42bceb5bb6d
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524705B2

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