Triethylamine → HCID 59900489、化合物

HRID 567837ノート

反応式

HRID 567837 の反応式
[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]

参加物

6

反応物 3

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

生成物 2

HCID 222AmmoniaHCID 59900489HCID 59900489、化合物収率 175.4%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-df466d2dfbaf4642bc7986b7db150b59
出典データセット
uspto-grants-2001_01
特許番号
US06180627B2

反応ノート

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