Hydrochloric Acid → HCID 67486992、化合物

HRID 1809629ノート

反応式

HRID 1809629 の反応式
C([O:4][CH2:5][C:6]([N:8]1[CH:13]2[CH2:14][CH2:15][CH:9]1[CH2:10][CH:11]([C:16]1[N:20]=[C:19]([NH:21][C:22]3[C:27]([O:28][C:29]4[C:30]([CH3:35])=[N:31][CH:32]=[CH:33][CH:34]=4)=[CH:26][C:25]([S:36][C:37]4[CH:42]=[CH:41][CH:40]=[CH:39][N:38]=4)=[CH:24][N:23]=3)[S:18][N:17]=1)[CH2:12]2)=[O:7])(=O)C.C([O-])([O-])=O.[K+].[K+].[ClH:49]>CCO>[ClH:49].[OH:4][CH2:5][C:6]([N:8]1[CH:9]2[CH2:15][CH2:14][CH:13]1[CH2:12][CH:11]([C:16]1[N:20]=[C:19]([NH:21][C:22]3[C:27]([O:28][C:29]4[C:30]([CH3:35])=[N:31][CH:32]=[CH:33][CH:34]=4)=[CH:26][C:25]([S:36][C:37]4[CH:42]=[CH:41][CH:40]=[CH:39][N:38]=4)=[CH:24][N:23]=3)[S:18][N:17]=1)[CH2:10]2)=[O:7]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 67487819HCID 67487819、化合物

生成物 1

HCID 67486992HCID 67486992、化合物収率 83.1%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
50 °C

実験手順

2-(3-(5-(3-(2-Methylpyridin-3-yloxy)-5-(pyridin-2-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)-8-azabicyclo[3.2.1]octan-8-yl)-2-oxoethyl acetate (95 mg, 0.157 mmol) was dissolved in EtOH (3 mL) and K2CO3 (excess) was added and heated to 50° C. for 1.5 hr. The reaction was partitioned between CH2Cl2 and saturated aqueous NH4Cl, dried over sodium sulfate, filtered and concentrated. The residue was purified on silica gel (15% methanol in EtOAc) to afford 2-hydroxy-1-(3-(5-(3-(2-methylpyridin-3-yloxy)-5-(pyridin-2-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)-8-azabicyclo[3.2.1]octan-8-yl)ethanone hydrochloride (78.2 mg, 0.131 mmol, 83.1% yield) as a solid after HCl salt formation. Mass spectrum (apci) m/z=562.2 (M+H—HCl).

後処理

  1. customThe reaction was partitioned between CH2Cl2 and saturated aqueous NH4Cl
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe residue was purified on silica gel (15% methanol in EtOAc)

出典と根拠

ORDレコード
ord-c829149fdb044caaa6f814f3800a3e12
出典データセット
uspto-grants-2013_01
特許番号
US08362037B2

反応ノート

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