Mafenide Hydrochloride → 4-[(3-Bromo-6-methyl-imidazo[1,2-a]pyrazin-8-ylamino)-methyl]-benzenesulfonamide

HRID 1809196

반응식

HRID 1809196 반응식
[Br:1][C:2]1[N:6]2[CH:7]=[C:8]([CH3:12])[N:9]=[C:10](Cl)[C:5]2=[N:4][CH:3]=1.Cl.[NH2:14][CH2:15][C:16]1[CH:21]=[CH:20][C:19]([S:22]([NH2:25])(=[O:24])=[O:23])=[CH:18][CH:17]=1.CCN(C(C)C)C(C)C>C(O)C(C)C>[Br:1][C:2]1[N:6]2[CH:7]=[C:8]([CH3:12])[N:9]=[C:10]([NH:14][CH2:15][C:16]3[CH:17]=[CH:18][C:19]([S:22]([NH2:25])(=[O:23])=[O:24])=[CH:20][CH:21]=3)[C:5]2=[N:4][CH:3]=1

참가 물질

5

반응물 3

HCID 67313Mafenide HydrochlorideHCID 81531DiisopropylethylamineHCID 583371003-Bromo-8-chloro-6-methyl-imidazo[1,2-a]pyrazine

생성물 1

HCID 583371644-[(3-Bromo-6-methyl-imidazo[1,2-a]pyrazin-8-ylamino)-methyl]-benzenesulfonamide수율 75%

시약·촉매·용매 1

HCID 6560Isobutanol용매

반응 조건

온도
108 °C

실험 절차

To a solution of 3-bromo-8-chloro-6-methyl-imidazo[1,2-a]pyrazine (350 mg, 1.42 mmol) in iBuOH (3 mL) is added 4-aminomethyl-benzenesulfonamide hydrochloride (334 mg, 1.42 mmol) and DIPEA (0.49 mL, 2.82 mmol). The reaction is stirred at 108° C. for 16 h. After this time the solution is allowed to cool, resulting in a thick precipitate that is filtered and washed with diethyl ether to give 4-[(3-bromo-6-methyl-imidazo[1,2-a]pyrazin-8-ylamino)-methyl]-benzenesulfonamide as a beige solid (420 mg, 75%).

후처리

  1. temperatureto cool
  2. customresulting in a thick precipitate that
  3. filtrationis filtered
  4. washwashed with diethyl ether

출처 및 근거

ORD 기록
ord-2e16b03effa64d279051b3834f338cb3
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08362018B2

연결된 노트

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