Triethylamine → Ethyl 2-(isonicotinamido)-4-methylthiazole-5-carboxylate

HRID 45403

반응식

HRID 45403 반응식
[NH2:1][C:2]1[S:3][C:4]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[C:5]([CH3:7])[N:6]=1.C(N(CC)CC)C.Cl.[C:21](Cl)(=[O:28])[C:22]1[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=1>O1CCCC1>[C:21]([NH:1][C:2]1[S:3][C:4]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[C:5]([CH3:7])[N:6]=1)(=[O:28])[C:22]1[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 343747Ethyl 2-amino-4-methylthiazole-5-carboxylateHCID 12262826Isonicotinoyl chloride hydrochloride

생성물 1

HCID 719362Ethyl 2-(isonicotinamido)-4-methylthiazole-5-carboxylate수율 90%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a mixture of ethyl 2-amino-4-methylthiazole-5-carboxylate (5.70 g, 30.60 mmol) and triethylamine (10.0 mL, 71.80 mmol) in tetrahydrofuran (100 mL) was added isonicotinoyl chloride hydrochloride (6.00 g, 32.00 mmol). The reaction mixture was stirred at ambient temperature for 2 days. The solvent was removed by evaporation and the resulting white solid was washed sequentially with water, 10% sodium bicarbonate solution, and water, then dried to afford the title compound in 90% yield (8.10 g); 1H NMR (DMSO-d6, 300 MHz) δ 8.77 (d, J=6.0 Hz, 2H), 8.77 (d, J=6.0 Hz, 2H), 4.23 (q, J=7.2 Hz, 2H), 2.34 (s, 3H). 1.27 (t, J=7.2 Hz, 3H); MS (ES+) m/z 292.0 (M+1).

후처리

  1. customThe solvent was removed by evaporation
  2. washthe resulting white solid was washed sequentially with water, 10% sodium bicarbonate solution, and water
  3. customdried

출처 및 근거

ORD 기록
ord-2a7f7b852a024355ba6a8f13ce27cd05
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541457B2

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