홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Methanesulfonyl chloride → 6-bromo-4-((3S,4S)-4-methyl-1-(methylsulfonyl)pyrrolidin-3-ylamino)pyrrolo[1,2-b]pyridazine-3-carboxamide

HRID 877773
노트
인쇄 미리보기

반응식

HRID 877773 반응식
I.[Br:2][C:3]1[CH:4]=[C:5]2[C:10]([NH:11][C@H:12]3[C@@H:16]([CH3:17])[CH2:15][NH:14][CH2:13]3)=[C:9]([C:18]([NH2:20])=[O:19])[CH:8]=[N:7][N:6]2[CH:21]=1.CCN(C(C)C)C(C)C.[CH3:31][S:32](Cl)(=[O:34])=[O:33]>C(Cl)Cl.O>[Br:2][C:3]1[CH:4]=[C:5]2[C:10]([NH:11][C@H:12]3[C@@H:16]([CH3:17])[CH2:15][N:14]([S:32]([CH3:31])(=[O:34])=[O:33])[CH2:13]3)=[C:9]([C:18]([NH2:20])=[O:19])[CH:8]=[N:7][N:6]2[CH:21]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 31297Methanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 682912146-bromo-4-(((3S,4S)-4-methylpyrrolidin-3-yl)amino)pyrrolo[1,2-b]pyridazine-3-carboxamide hydroiodide

생성물 1

HCID 682916916-bromo-4-((3S,4S)-4-methyl-1-(methylsulfonyl)pyrrolidin-3-ylamino)pyrrolo[1,2-b]pyridazine-3-carboxamide수율 85.1%

시약·촉매·용매 2

HCID 962
Water
용매
HCID 6344Dichloromethane용매2회

실험 절차

To a slurry of 6-bromo-4-((3S,4S)-4-methylpyrrolidin-3-ylamino)pyrrolo[1,2-b]pyridazine-3-carboxamide hydroiodide salt from Step 1 of Example 158 (500 mg, 1.073 mmol) and DIPEA (0.562 mL, 3.22 mmol) in DCM (5 mL) at 0° C. was added a solution of methanesulfonyl chloride (160 mg, 1.395 mmol) in 1 mL of DCM dropwise and the resulting mixture was stirred at rt for 1 h. The reaction was quenched by addition of MeOH (˜1 mL) and was then concentrated to afford a solid which was suspended in water, stirred for 30 min. and collected by vacuum filtration and dried under vacuum to afford 380 mg (85%) of the title compound. HPLC (method B) retention time 2.75 min. LCMS (m+1)=416/418 (1:1).

후처리

  1. customThe reaction was quenched by addition of MeOH (˜1 mL)
  2. concentrationwas then concentrated
  3. customto afford a solid which
  4. stirringstirred for 30 min.
  5. filtrationcollected by vacuum filtration
  6. customdried under vacuum

출처 및 근거

ORD 기록
ord-af6ec12e63124028aa115a80a3f8942b
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08987268B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트