Hydrochloric Acid → HCID 66879075、化合物

HRID 2265878ノート

反応式

HRID 2265878 の反応式
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

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 14798Sodium Hydroxide2 回HCID 443297Hydroxyamine hydrochloride2 回HCID 68679430HCID 68679430、化合物

生成物 1

HCID 66879075HCID 66879075、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 312751,4-Dioxane溶媒

実験手順

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%.

後処理

  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

出典と根拠

ORDレコード
ord-672faaf6f7074755ade2c14446e73763
出典データセット
uspto-grants-2010_12
特許番号
US07858619B2

反応ノート

読み込み中…