1,2-Dichloroethane → HCID 86584722, 화합물

HRID 2268800노트

반응식

HRID 2268800 반응식
Cl.[CH3:2][O:3][C:4](=[O:24])[C@H:5]([CH2:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][C:16]2[C:21]([Cl:22])=[CH:20][CH:19]=[CH:18][C:17]=2[Cl:23])=[CH:10][CH:9]=1)[NH2:6].[Cl:25][C:26]1[N:34]=[CH:33][CH:32]=[CH:31][C:27]=1[C:28](O)=[O:29].C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1.CN1CCOCC1>C(Cl)Cl>[CH3:2][O:3][C:4](=[O:24])[C@H:5]([CH2:7][C:8]1[CH:9]=[CH:10][C:11]([O:14][CH2:15][C:16]2[C:21]([Cl:22])=[CH:20][CH:19]=[CH:18][C:17]=2[Cl:23])=[CH:12][CH:13]=1)[NH:6][C:28](=[O:29])[C:27]1[CH:31]=[CH:32][CH:33]=[N:34][C:26]=1[Cl:25]

참가 물질

7

반응물 5

HCID 111,2-DichloroethaneHCID 79724-MethylmorpholineHCID 757711-HydroxybenzotriazoleHCID 762582-Chloronicotinic acidHCID 69806827HCID 69806827, 화합물

생성물 1

HCID 86584722HCID 86584722, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of O-(2,6-dichlorobenzyl)-L-tyrosine methyl ester hydrochloride, (1.11 g, 2.84 mmol), 2-chloronicotinic acid (0.45 g, 2.84 mmol), EDC (0.60 g, 3.13 mmol), HOBT (0.46 g, 3.41 mmol) and NMM (0.467 ml, 0.43 g, 4.26 mmol) in DCM (25 ml) was stirred at room temperature for 24 h. The reaction mixture was partitioned between DCM (50 ml) and 10% NaHCO3 solution (30 ml). The organic layer was separated, dried over MgSO4 and the solvent removed under vacuum to give a pale yellow solid that was recrystallized from EtOAc/hexane to give the title compound as an off white solid (1.14 g, 81%), δH (CDCl3) 8.46 (1H, dd, J 2.0, 4.7Hz), 8.05 (1H, dd, J 2.0, 7.6Hz), 7.34 (2H, m), 7.25 (2H, m), 7.11 (2H, m), 6.96 (3H, m), 5.24 (2H, s), 5.06 (1H, m), 3.80 (3H, s) and 3.24 (2H, m).

후처리

  1. customThe reaction mixture was partitioned between DCM (50 ml) and 10% NaHCO3 solution (30 ml)
  2. customThe organic layer was separated
  3. dry with materialdried over MgSO4
  4. customthe solvent removed under vacuum
  5. customto give a pale yellow solid
  6. customthat was recrystallized from EtOAc/hexane

출처 및 근거

ORD 기록
ord-31ac82be89bd4e31bc4dfb4d3b80f56b
출처 데이터셋
uspto-grants-2001_12
특허 번호
US06329372B1

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