Dimethylamine → Methyl 6-chloro-4-(dimethylamino)nicotinate

HRID 576895노트

반응식

HRID 576895 반응식
[CH3:1][NH:2][CH3:3].Cl[C:5]1[C:10]([C:11]([O:13][CH3:14])=[O:12])=[CH:9][N:8]=[C:7]([Cl:15])[CH:6]=1>CC#N>[Cl:15][C:7]1[CH:6]=[C:5]([N:2]([CH3:3])[CH3:1])[C:10]([C:11]([O:13][CH3:14])=[O:12])=[CH:9][N:8]=1

참가 물질

4

반응물 2

HCID 674DimethylamineHCID 2764083Methyl4,6-dichloronicotinate

생성물 1

HCID 71512052Methyl 6-chloro-4-(dimethylamino)nicotinate수율 80.4%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

Dimethylamine (1.23 mL, 9.71 mmol) was slowly added to a stirred solution of methyl 4,6-dichloronicotinate (0.40 g, 1.94 mmol) in MeCN (6 mL) at room temperature. The solution was stirred at room temperature for 18 hours then concentrated in vacuo onto silica gel. Gradient chromatography, eluting with 5% EtOAc:c-Hex over 5 column volume and 5-50% over 15 column volume, gave methyl 6-chloro-4-(dimethylamino)nicotinate (335 mg, 1.56 mmol, 80% yield) as a white solid.

후처리

  1. concentrationthen concentrated in vacuo onto silica gel
  2. washGradient chromatography, eluting with 5% EtOAc

출처 및 근거

ORD 기록
ord-cc1d2616d8284dbaba506880cee2d225
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09040540B2

반응 노트

불러오는 중…