Triethylamine → HCID 73703361、化合物

HRID 2307467ノート

反応式

HRID 2307467 の反応式
[F:1][C:2]1[CH:12]=[C:11]([F:13])[CH:10]=[CH:9][C:3]=1[CH:4]=[CH:5][C:6]([OH:8])=O.[NH2:14][CH:15]([C:17]1[CH:18]=[C:19]2[C:23](=[CH:24][CH:25]=1)[N:22]([C:26]([O:28][CH3:29])=[O:27])[CH2:21][CH2:20]2)[CH3:16].CCN=C=NCCCN(C)C.Cl.C(N(CC)CC)C>CN(C1C=CN=CC=1)C.C(Cl)Cl.O>[F:1][C:2]1[CH:12]=[C:11]([F:13])[CH:10]=[CH:9][C:3]=1[CH:4]=[CH:5][C:6]([NH:14][CH:15]([C:17]1[CH:18]=[C:19]2[C:23](=[CH:24][CH:25]=1)[N:22]([C:26]([O:28][CH3:29])=[O:27])[CH2:21][CH2:20]2)[CH3:16])=[O:8]

参加物

8

反応物 4

HCID 8471TriethylamineHCID 6035023-(2,4-Difluorophenyl)acrylic AcidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 20744324HCID 20744324、化合物

生成物 1

HCID 73703361HCID 73703361、化合物

試薬・触媒・溶媒 3

HCID 142844-(Dimethylamino)pyridine触媒HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

A mixture of 2,4-difluorocinnamic acid (0.5 mmol), (±)-5-(1-aminoethyl)-2,3-dihydro-indole-1-carboxylic acid, methyl ester, Preparation 20 (132 mg, 0.6 mmole), EDC hydrochloride (192 mg, 1.0 mmole), DMAP (61 mg, 0.5 mmole), and triethylamine (202 mg, 2 mmole) in CH2Cl2 (8 mL) was stirred at room temperature for 16 hours. Water was added, the aqueous layer was extracted with dichloromethane, and the combined organic layers were washed with brine, dried over magnesium sulfate, and evaporated in vacuo. The crude product was purified by flash column chromatography on silica eluting with EtOAc/hexane (7:3) to give the title compound (125 mg) as a solid.

後処理

  1. extractionthe aqueous layer was extracted with dichloromethane
  2. washthe combined organic layers were washed with brine
  3. dry with materialdried over magnesium sulfate
  4. customevaporated in vacuo
  5. customThe crude product was purified by flash column chromatography on silica eluting with EtOAc/hexane (7:3)

出典と根拠

ORDレコード
ord-d1f975ccace542029cab822285812264
出典データセット
uspto-grants-2004_12
特許番号
US06831080B2

反応ノート

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