Methyl iodide → Methyl 3-methyl-2-(N-methyl-5-(4-nitrophenyl)thiazole-2-carboxamido)butanoate

HRID 1024434

반응식

HRID 1024434 반응식
[CH3:1][CH:2]([CH3:25])[CH:3]([NH:8][C:9]([C:11]1[S:12][C:13]([C:16]2[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][CH:17]=2)=[CH:14][N:15]=1)=[O:10])[C:4]([O:6][CH3:7])=[O:5].[C:26](=O)([O-])[O-].[Cs+].[Cs+].CI>CS(C)=O>[CH3:1][CH:2]([CH3:25])[CH:3]([N:8]([CH3:26])[C:9]([C:11]1[S:12][C:13]([C:16]2[CH:17]=[CH:18][C:19]([N+:22]([O-:24])=[O:23])=[CH:20][CH:21]=2)=[CH:14][N:15]=1)=[O:10])[C:4]([O:6][CH3:7])=[O:5]

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 10796Cesium carbonateHCID 67150324Methyl 3-methyl-2-(5-(4-nitrophenyl)thiazole-2-carboxamido)butanoate2회

생성물 1

HCID 67150337Methyl 3-methyl-2-(N-methyl-5-(4-nitrophenyl)thiazole-2-carboxamido)butanoate

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

To methyl 3-methyl-2-(5-(4-nitrophenyl)thiazole-2-carboxamido)butanoate (Intermediate 2, step C, 1 g) in DMSO (10 ml), to this cesium carbonate (1.346 gm) was added and the reaction mixture was stirred for 5 minutes. To this, methyliodide (0.258 ml) was added and the reaction mixture was stirred for 1 hour. Reaction mixture was quenched using water. The residue obtained was filtered and dried to obtain the title compound. Yield: 0.870 gm (83%); 1H NMR (DMSO-d6, 300 MHz): δ 8.65 (s, 1H), 8.33 (d, 2H), 8.08 (d, 2H), 6.18-4.75 (d, 1H), 3.68 (s, 3H), 3.46-2.96 (s, 3H), 2.38 (m, 1H), 1.03 (d, 3H), 0.91 (d, 3H); MS (ESI) m/z 378 [M+H]+, 400 [M+Na]+

후처리

  1. stirringthe reaction mixture was stirred for 1 hour
  2. customReaction mixture
  3. customwas quenched
  4. customThe residue obtained
  5. filtrationwas filtered
  6. customdried

출처 및 근거

ORD 기록
ord-6550444a702a49f0b2ab536fd1976090
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08722901B2

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