Triethylamine → HCID 59900489, 화합물

HRID 2228766노트

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HRID 2228766 반응식
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5](=[O:9])[N:4]([CH2:10][C:11]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[O:12])[C:3]=1[CH3:21].[CH:22]1([CH2:25][N:26]2[CH2:30][CH2:29][CH2:28][C@H:27]2[CH2:31][NH2:32])[CH2:24][CH2:23]1.C(N(CC)CC)C>C(OCC)(=O)C>[NH3:4].[Cl:1][C:2]1[N:7]=[C:6]([NH:32][CH2:31][C@@H:27]2[CH2:28][CH2:29][CH2:30][N:26]2[CH2:25][CH:22]2[CH2:24][CH2:23]2)[C:5](=[O:9])[N:4]([CH2:10][C:11]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[O:12])[C:3]=1[CH3:21]

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 10663926Benzyl 2-[3,5-dichloro-2-methyl-6-oxo-1(6H)-pyrazinyl]acetateHCID 22851182(S)-(1-(cyclopropylmethyl)pyrrolidin-2-yl)methanamine

생성물 2

HCID 222AmmoniaHCID 59900489HCID 59900489, 화합물수율 175.4%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

A mixture of benzyl 2-[3,5-dichloro-2-methyl-6-oxo-1(6H)-pyrazinyl]acetate (preparation 17) (400 mg, 1.22 mmol) and [(2S)-1-(cyclopropylmethyl)pyrrolidinyl]methylamine (WO 87,07271) (190 mg, 1.22 mmol) and triethylamine (0.51 ml, 3.67 mmol) in ethyl acetate (20 ml) was heated under reflux for 18 hrs. The cooled mixture was partitioned between water and ethyl acetate, the phases separated, and the organic layer dried over MgSO4 and concentrated under reduced pressure. The residual orange oil was purified by column chromatography on silica gel using dichloromethane:methanol:0.88 ammonia (96:3.5:0.5) as eluant to give the desired product as a yellow oil, (476 mg, 88%).

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 18 hrs
  3. customThe cooled mixture was partitioned between water and ethyl acetate
  4. customthe phases separated
  5. dry with materialthe organic layer dried over MgSO4
  6. concentrationconcentrated under reduced pressure
  7. customThe residual orange oil was purified by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-afb9d2b387244103a31fc7979f6b96b2
출처 데이터셋
uspto-grants-2002_07
특허 번호
US06417203B1

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