Isopropylamine → HCID 178457529, 화합물

HRID 1993822

반응식

HRID 1993822 반응식
[Cl:1][C:2]1[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]2[S:16][N:15]=[C:14]([OH:17])[C:13]=2[C:18]#[N:19])=[CH:7][C:6]=1[F:20].[CH:26]([NH2:29])([CH3:28])[CH3:27]>C(O)C>[Cl:1][C:2]1[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]2[S:16][N:15]=[C:14]([OH:17])[C:13]=2[C:18]([NH:29][CH:26]([CH3:28])[CH3:27])=[NH:19])=[CH:7][C:6]=1[F:20]

참가 물질

4

반응물 2

HCID 6363IsopropylamineHCID 178510531HCID 178510531, 화합물

생성물 1

HCID 178457529HCID 178457529, 화합물

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
100 °C

실험 절차

A mixture of 5-[4-(2,5-dichloro-phenoxy)-3-fluoro-phenylamino]-3-hydroxy-isothiazole-4-carbonitrile (0.2 g) and isopropylamine (5 ml) in 20 ml of ethanol was placed into a high-pressure reaction apparatus and heated to 100° C. overnight. The reaction mixture was cooled to room temperature, and the solvent was removed in vacuo. The residue was chromatographed by silica gel column (chloroform/methanol, 40:1) to give the desired product as a light yellow solid. MS: 454; 1H NMR (DMSO-d6, 300 MHz): δ 10.28 (brs, ½H, NH, D2O exchangeable), 9.62 (brs, 1H, NH, D2O exchangeable), 9.31 (brs, ½H, NH, D2O exchangeable), 8.57 (s, 1H, OH, D2O exchangeable), 7.88 (brs, 1H, NH, D2O exchangeable), 7.61 (d, 1H, J=8.7 Hz, ArH), 7.22 (dd, 1H, J=2.1, 8.7 Hz, ArH), 7.16 (t, 1H, J=8.7 Hz, ArH), 6.99 (dd, 1H, J=2.1, 12.6 Hz, ArH), 6.88 (d, 1H, J=2.1 Hz, ArH), 6.83 (dd, 1H, J=2.1, 8.7 Hz, ArH), 3.85 (m, 1H, CH), 1.20 (d, 6H, J=6.3 Hz, 2×CH3).

후처리

  1. customwas placed into a high-pressure reaction apparatus
  2. temperatureThe reaction mixture was cooled to room temperature
  3. customthe solvent was removed in vacuo
  4. customThe residue was chromatographed by silica gel column (chloroform/methanol, 40:1)

출처 및 근거

ORD 기록
ord-771b3d7d4c7d43f3b46467f6f13318be
출처 데이터셋
uspto-grants-2010_01
특허 번호
US07652047B2

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