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

Hydrochloric Acid → HCID 131730541, 화합물

HRID 2168759
노트
인쇄 미리보기

반응식

HRID 2168759 반응식
[ClH:1].Cl.[CH2:3]([C:7]1[N:8]=[N:9][C:10]([O:30][CH:31]2[CH2:36][CH2:35][N:34]([CH3:37])[CH2:33][CH2:32]2)=[CH:11][C:12]=1[C:13]1[CH:14]=[CH:15][C:16]([O:23][CH:24]2[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]2)=[C:17]([NH:19][C:20](=O)[CH3:21])[CH:18]=1)[CH2:4][CH2:5][CH3:6].[Cl:38]CC[CH2:41][S:42](Cl)(=[O:44])=[O:43].CCN(C(C)C)C(C)C.[H-].[Na+].Cl>C(Cl)Cl.CN(C1C=CN=CC=1)C.O.CCOC(C)=O.CCOCC>[ClH:38].[ClH:1].[CH2:3]([C:7]1[N:8]=[N:9][C:10]([O:30][CH:31]2[CH2:32][CH2:33][N:34]([CH3:37])[CH2:35][CH2:36]2)=[CH:11][C:12]=1[C:13]1[CH:14]=[CH:15][C:16]([O:23][CH:24]2[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29]2)=[C:17]([N:19]2[CH2:20][CH2:21][CH2:41][S:42]2(=[O:44])=[O:43])[CH:18]=1)[CH2:4][CH2:5][CH3:6]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

10

반응물 5

HCID 313Hydrochloric AcidHCID 154103-Chloropropanesulphonyl chlorideHCID 24758Sodium hydrideHCID 81531DiisopropylethylamineHCID 67373992HCID 67373992, 화합물

생성물 1

HCID 131730541HCID 131730541, 화합물수율 28.4%

시약·촉매·용매 4

HCID 142844-(Dimethylamino)pyridine촉매HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매2회HCID 22728543Water ethylacetate용매

실험 절차

To a solution of 5-[3-butyl-6-(1-methyl-piperidin-4-yloxy)-pyridazin-4-yl]-2-cyclohexyloxy-phenylamine (Example 62, 0.2 mmol, 88 mg) in dry DCM (1.0 mL) was added 3-chloropropanesulfonyl chloride (0.4 mmol, 71 mg), DIEA (0.4 mmol, 70 μL), and DMAP (10 mg). And the mixture was stirred at room temperature for 1 hour then condensed. It was then diluted with water/EtOAc. The solvent was removed in vacuo and dried under vacuum over night. The residue was dissolved in dry THF (1.0 mL) at 0° C., NaH (60% dispersion in mineral oil, 0.8 mmol, 32 mg) was added and the mixture was heated at 50° C. for 4 hours. It was then poured into ice-water and extracted with ethyl acetate. The organic layers combined, condensed and the residue was purified by silica gel chromatography (DCM to DCM+10% 2N NH3 in MeOH) to give a colorless sticky solid, which was dissolved in DCM (1.0 mL), 2N HCl in ether (1.0 mL) was added, kept at room temperature for 10 min, condensed, triturated with hexanes to provide the title compound (35 mg). LCMS: m/z 544 [M+1]. 1H NMR (400 MHz, CD3OD): δ 7.70 and 7.81 (1H, s), 7.01-7.12 (3H, m), 5.37-5.56 (1H, m), 4.52-4.58 (1H, m), 3.21-3.69 (8H, m), 3.06-3.13 (2H, m), 2.93 (3H, s), 1.92-2.59 (8H, m), 1.27-1.82 (12H, m), 0.80 (3H, t).

후처리

  1. customcondensed
  2. customThe solvent was removed in vacuo
  3. customdried under vacuum over night
  4. dissolutionThe residue was dissolved in dry THF (1.0 mL) at 0° C.
  5. temperaturethe mixture was heated at 50° C. for 4 hours
  6. extractionextracted with ethyl acetate
  7. customcondensed
  8. customthe residue was purified by silica gel chromatography (DCM to DCM+10% 2N NH3 in MeOH)
  9. customto give a colorless sticky solid, which
  10. waitkept at room temperature for 10 min
  11. customcondensed
  12. customtriturated with hexanes

출처 및 근거

ORD 기록
ord-56bc82ae44a846eb9fb0a35694803022
출처 데이터셋
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09045461B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트