Sodium Hydroxide → 5-Propylcarbamoyl-biphenyl-3-carboxylic acid

HRID 2421620노트

반응식

HRID 2421620 반응식
[OH-].[Na+].C[O:4][C:5]([C:7]1[CH:8]=[C:9]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:10]=[C:11]([C:13](=[O:18])[NH:14][CH2:15][CH2:16][CH3:17])[CH:12]=1)=[O:6]>CO.CC(C)=O.O.Cl>[CH2:15]([NH:14][C:13]([C:11]1[CH:12]=[C:7]([C:5]([OH:6])=[O:4])[CH:8]=[C:9]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:10]=1)=[O:18])[CH2:16][CH3:17]

참가 물질

7

반응물 2

HCID 14798Sodium Hydroxide2회HCID 67214482HCID 67214482, 화합물

생성물 1

HCID 672136885-Propylcarbamoyl-biphenyl-3-carboxylic acid

시약·촉매·용매 4

HCID 313Hydrochloric Acid촉매HCID 180Acetone용매HCID 887Methanol용매2회HCID 962Water용매

실험 절차

A solution of NaOH (44 mg, 1.1 mmol) in 372 μL of MeOH was added to a solution of 68D (284 mg, 0.96 mmol) in 1.8 mL of acetone. The reaction was stirred at room temperature for 16 hrs after which time 10 mg of NaOH and 200 μL of MeOH were added. The reaction was stirred for 72 hrs. The reaction mixture was then concentrated in vacuo and the residue obtained was dissolved in water and a few drops of concentrated HCl were added till pH ˜1. An off-white solid appeared. It was collected by filtration and extensively rinsed with water. The solid was then dried in vacuo (194 mg, 72%). NMR 1H (ppm, CD3OD): 8.43 (t., J4=1.63 Hz, 1H), 8.38 (t., J4=1.73 Hz, 1H), 8.27 (t., J4=1.78 Hz, 1H), 7.71-7.67 (m, 2H), 7.48 (m, 2H), 7.39 (t.t., J3=7.34 Hz, J4=1.36 Hz 1H), 3.39-3.34 (m, 2H), 1.65 (sext., J3=7.18 Hz, 2H), 0.98 (t., J3=7.34 Hz, 3H).

후처리

  1. additionwere added
  2. concentrationThe reaction mixture was then concentrated in vacuo
  3. customthe residue obtained
  4. filtrationIt was collected by filtration
  5. washextensively rinsed with water
  6. customThe solid was then dried in vacuo (194 mg, 72%)

출처 및 근거

ORD 기록
ord-4ac2da28136a482f8a83934926045470
출처 데이터셋
uspto-grants-2011_06
특허 번호
US07956216B2

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