Benzoic acid, 2-chloro-5-(chlorosulfonyl)- → h-NTPDase8-IN-1

HRID 59301노트

반응식

HRID 59301 반응식
[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([S:11](Cl)(=[O:13])=[O:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH:15]1([NH2:18])[CH2:17][CH2:16]1>C(Cl)Cl>[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([S:11](=[O:13])(=[O:12])[NH:18][CH:15]2[CH2:17][CH2:16]2)=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

참가 물질

4

반응물 2

HCID 67306Benzoic acid, 2-chloro-5-(chlorosulfonyl)-HCID 69828Cyclopropylamine

생성물 1

HCID 16768315h-NTPDase8-IN-1수율 69.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 2-chloro-5-(chlorosulfonyl)benzoic acid (4.0 g, 15.68 mmol) in DCM (60 mL) was added cyclopropyl amine (1.8 g, 31.57 mmol) and the reaction mixture was stirred at RT for 16 h. The reaction mass was concentrated and the residue was diluted with ice cold water and acidified with dilute HCl. The crude solid was filtered off, washed with water and dried to afford 3.0 g of pure product. 1H NMR (300 MHz, DMSO d6): δ 0.37 (s, 2H), 0.49 (d, J=5.4 Hz, 2H), 2.12-2.13 (m, 1H), 7.82 (d, J=8.4 Hz, 1H), 7.91 (d, J=8.4 Hz, 1H), 8.13 (s, 1H), 8.18 (s, 1H), 13.92 (br s, 1H).

후처리

  1. concentrationThe reaction mass was concentrated
  2. additionthe residue was diluted with ice cold water
  3. filtrationThe crude solid was filtered off
  4. washwashed with water
  5. customdried

출처 및 근거

ORD 기록
ord-57f2ee6e028a4bac873e0a391adb8b2d
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09439890B2

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