Hydrochloric Acid → HCID 66879075, 화합물

HRID 2265878노트

반응식

HRID 2265878 반응식
Cl.NO.[OH-].[Na+].[F:6][C:7]1[CH:47]=[CH:46][C:10]([O:11][C:12]2[CH:17]=[CH:16][C:15]([S:18]([N:21]3[CH2:30][CH2:29][C:28]4[C:23](=[CH:24][CH:25]=[C:26]([O:31][CH2:32][CH2:33][CH2:34][N:35]5[CH2:40][CH2:39][N:38]([CH3:41])[CH2:37][CH2:36]5)[CH:27]=4)[CH:22]3[C:42]([O:44]C)=[O:43])(=[O:20])=[O:19])=[CH:14][CH:13]=2)=[CH:9][CH:8]=1.Cl>O.O1CCOCC1>[F:6][C:7]1[CH:8]=[CH:9][C:10]([O:11][C:12]2[CH:17]=[CH:16][C:15]([S:18]([N:21]3[CH2:30][CH2:29][C:28]4[C:23](=[CH:24][CH:25]=[C:26]([O:31][CH2:32][CH2:33][CH2:34][N:35]5[CH2:36][CH2:37][N:38]([CH3:41])[CH2:39][CH2:40]5)[CH:27]=4)[CH:22]3[C:42]([OH:44])=[O:43])(=[O:19])=[O:20])=[CH:14][CH:13]=2)=[CH:46][CH:47]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 14798Sodium Hydroxide2회HCID 443297Hydroxyamine hydrochloride2회HCID 68679430HCID 68679430, 화합물

생성물 1

HCID 66879075HCID 66879075, 화합물

시약·촉매·용매 2

HCID 962Water용매2회HCID 312751,4-Dioxane용매

실험 절차

A solution of 61 mg (0.88 mmol) of hydroxylamine hydrochloride in 1 ml of H2O is mixed with a solution of 56 mg (1.4 mmol) of NaOH in 0.5 ml of H2O and stirred for 10 minutes. At 0° C., a solution of 240 mg (0.4 mmol) of methyl 2-[4-(4-fluorophenoxy)-benzenesulfonyl]-6-[3-(4-methylpiperazin-1-yl)propoxy]-1,2,3,4-tetrahydroisoquinoline-1-carboxylate in 0.5 ml of dioxane is added, and the mixture is stirred at 0° C. To achieve complete conversion, 61 mg (0.88 mmol) of hydroxylamine hydrochloride and 56 mg (1.4 mmol) of NaOH are added twice more. For work up, the mixture is neutralized with 1 N HCl and extracted with ethyl acetate. The organic phase is separated off, dried with MgSO4 and concentrated. Chromatography of the residue on silica gel affords the hydroxamic acid (exemplary compound 3) as colorless solid in 46% yield, and the carboxylic acid (exemplary compound 4), likewise as colorless solid in a yield of 15%.

후처리

  1. stirringthe mixture is stirred at 0° C
  2. additionare added twice more
  3. extractionextracted with ethyl acetate
  4. customThe organic phase is separated off
  5. dry with materialdried with MgSO4
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-672faaf6f7074755ade2c14446e73763
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07858619B2

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