Methanol → HCID 67337219, 화합물

HRID 2102239노트

반응식

HRID 2102239 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:13]=[C:12]([C:14]3[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=3)[N:11](CC3C=CC(C(OC)=O)=CC=3)[N:10]=2)[CH:5]=[C:6]([Cl:8])[CH:7]=1.[CH3:33][OH:34].[OH-:35].[Na+]>C1COCC1>[Cl:8][C:6]1[CH:5]=[C:4]([C:9]2[N:10]([CH2:9][C:4]3[CH:5]=[CH:6][C:7]([C:33]([OH:35])=[O:34])=[CH:2][CH:3]=3)[N:11]=[C:12]([C:14]3[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=3)[CH:13]=2)[CH:3]=[C:2]([Cl:1])[CH:7]=1

참가 물질

5

반응물 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 68983278HCID 68983278, 화합물

생성물 1

HCID 67337219HCID 67337219, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of the intermediate from example 73 step C (Isomer B, 0.43 g, 0.92 mmol) in THF (30 mL) was added methanol (10 mL) followed by sodium hydroxide solution (2N, 2 mL, 4 mmol). The reaction was stirred at room temperature overnight. The reaction mixture was concentrated in vacuo to remove the organic solvents. The residue was acidified with 1N HCl until the pH was less than 2. The resulting solution was extracted with ethyl acetate (3×) dried over anhydrous Na2SO4, filtered and concentrated in vacuo to give the title compound as a white solid. This material was used in the next step without any further purification. 1H NMR (DMSO, 500 MHz): δ 7.86(d, J=8.5 Hz, 2H), 7.77(d, J=8.7 Hz, 2H), 7.67(s, 1H), 7.5(d, J=1.8 Hz, 2H), 7.14(d, J=8.3 Hz, 2H), 7.04(s, 1H), 6.98(d, J=8.9 Hz, 2H), 5.52(s, 2H), 3.77(s, 3H). LC-MS: 2.55 min; (M+H)=453.1.

후처리

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customto remove the organic solvents
  3. extractionThe resulting solution was extracted with ethyl acetate (3×)
  4. dry with materialdried over anhydrous Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-f35c113fda3f4b8eb2d786d1c7d85999
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07572922B2

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