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Hydrochloric Acid → HCID 66965742, 화합물

HRID 1514968
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HRID 1514968 반응식
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[NH:11][C:12]([C:14]1[CH:22]=[C:21]2[C:17]([CH:18]=[C:19]([C:23]3[C:28]([Cl:29])=[CH:27][C:26]([O:30]CC4C=CC(OC)=CC=4)=[CH:25][C:24]=3[Cl:40])[NH:20]2)=[CH:16][CH:15]=1)=[O:13].Cl>C(Cl)Cl.CO.O1CCOCC1>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[NH:11][C:12]([C:14]1[CH:22]=[C:21]2[C:17]([CH:18]=[C:19]([C:23]3[C:24]([Cl:40])=[CH:25][C:26]([OH:30])=[CH:27][C:28]=3[Cl:29])[NH:20]2)=[CH:16][CH:15]=1)=[O:13]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 313Hydrochloric AcidHCID 66965633HCID 66965633, 화합물

생성물 1

HCID 66965742HCID 66965742, 화합물

시약·촉매·용매 3

HCID 887Methanol용매HCID 6344Dichloromethane용매HCID 312751,4-Dioxane용매

실험 절차

To a suspension of 2-[2,6-dichloro-4-(4-methoxybenzyloxy)-phenyl]-1H-indole-6-carboxylic acid quinolin-2-ylamide (200 mg, 0.352 mmol) in DCM (7.5 mL) and MeOH (2.5 mL) was added 4 M HCl in dioxane (7.5 mL) and the mixture was stirred for 2.5 hr. The reaction was concentrated under reduced pressured and the concentrate partitioned between EtOAc (150 mL) and sat NaHCO3 (30 mL). The organic phase was dried over Na2SO4 and the solvent evaporated. The residue was triturated with DCM to afford the title compound as an orange solid. MS (m/z) 448.1 (M+1); 1H NMR (DMSO-d6, 400 MHz) δ 11.72 (d, J=1.14 Hz, 1H), 11.04 (s, 1H), 10.68 (s, 1H), 8.36-8.43 (m, 2H), 8.18 (s, 1H), 7.96 (d, J=8.08 Hz, 1H), 7.89 (d, J=8.34 Hz, 1H), 7.79 (dd, J=8.34, 1.26 Hz, 1H), 7.74 (dd, J=15.35, 1.20 Hz, 1H), 7.66 (d, J=8.34 Hz, 1H), 7.52 (t, J=7.52 Hz, 1H), 7.02 (s, 2H), 6.53 (d, J=1.77 Hz, 1H).

후처리

  1. concentrationThe reaction was concentrated under reduced pressured
  2. customthe concentrate partitioned between EtOAc (150 mL)
  3. dry with materialThe organic phase was dried over Na2SO4
  4. customthe solvent evaporated
  5. customThe residue was triturated with DCM

출처 및 근거

ORD 기록
ord-055114269a6e4b45bc6dd6aeae603f79
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08222248B2

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