Triethylamine → HCID 73703361, 화합물

HRID 2307467노트

반응식

HRID 2307467 반응식
[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]

참가 물질

8

반응물 4

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

생성물 1

HCID 73703361HCID 73703361, 화합물

시약·촉매·용매 3

HCID 142844-(Dimethylamino)pyridine촉매HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-d1f975ccace542029cab822285812264
출처 데이터셋
uspto-grants-2004_12
특허 번호
US06831080B2

반응 노트

불러오는 중…