Water → 1-[1-(1-methoxycarbonylpiperidin-4-yl)-piperidin-4-yl]-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one

HRID 47534ノート

反応式

HRID 47534 の反応式
N[C:2]1[C:3]([NH:8][CH:9]2[CH2:14][CH2:13][N:12]([CH:15]3[CH2:20][CH2:19][N:18](C(OC)=O)[CH2:17][CH2:16]3)[CH2:11][CH2:10]2)=[N:4][CH:5]=[CH:6][CH:7]=1.ClC(Cl)(O[C:29](=[O:35])[O:30][C:31](Cl)(Cl)Cl)Cl.C([N:39]([CH2:42]C)CC)C.[OH2:44]>O1CCCC1>[CH3:31][O:30][C:29]([N:18]1[CH2:17][CH2:16][CH:15]([N:12]2[CH2:11][CH2:10][CH:9]([N:8]3[C:6]4[C:5](=[N:39][CH:42]=[CH:2][CH:7]=4)[NH:4][C:3]3=[O:44])[CH2:14][CH2:13]2)[CH2:20][CH2:19]1)=[O:35]

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 94429TriphosgeneHCID 227452603-Amino-2-[1-(1-methoxycarbonylpiperidin-4-yl)-piperidin-4-yl]aminopyridin

生成物 1

HCID 227452991-[1-(1-methoxycarbonylpiperidin-4-yl)-piperidin-4-yl]-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Twenty (20) mg of 3-amino-2-[1-(1-methoxycarbonylpiperidin-4-yl)piperidin-4-yl]aminopyridin and 18 mg of triphosgene were dissolved in 2 ml of tetrahydrofuran, and to which 45 μl of triethylamine was added under cooling with ice. The system was further stirred at the same temperature for 2 hours and for an hour, at room temperature. Thereafter water was added to the reaction liquid and extracted with chloroform. The extract was dried over anhydrous sodium sulfate, concentrated and the resulting crude product was purified by silica gel chromatography (chloroform/methanol=10/1) to give 12 mg of the title compound.

後処理

  1. temperatureunder cooling with ice
  2. extractionextracted with chloroform
  3. dry with materialThe extract was dried over anhydrous sodium sulfate
  4. concentrationconcentrated
  5. customthe resulting crude product was purified by silica gel chromatography (chloroform/methanol=10/1)

出典と根拠

ORDレコード
ord-51729313193b4899bcf2d02b4d802fee
出典データセット
uspto-grants-2004_03
特許番号
US06699880B1

反応ノート

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