Methylamine → HCID 66586822、化合物

HRID 625414

反応式

HRID 625414 の反応式
Cl[C:2]([C:4]1[CH:9]=[CH:8][N:7]=[C:6]([C:10]2[CH:15]=[C:14]([N:16]3[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]3)[CH:13]=[CH:12][C:11]=2[NH:22][C:23]([C:25]2[CH:26]=[C:27]([CH:39]=[CH:40][CH:41]=2)[CH2:28][S:29][CH2:30][CH2:31][C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])=[O:24])[CH:5]=1)=[O:3].[O:42]1[CH2:47][CH2:46][N:45]([C:48]2[CH:53]=[CH:52][C:51]([CH2:54][NH2:55])=[CH:50][CH:49]=2)[CH2:44][CH2:43]1.CCN(C(C)C)C(C)C.CN>O1CCCC1.O>[O:42]1[CH2:43][CH2:44][N:45]([C:48]2[CH:49]=[CH:50][C:51]([CH2:54][NH:55][C:2]([C:4]3[CH:9]=[CH:8][N:7]=[C:6]([C:10]4[CH:15]=[C:14]([N:16]5[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]5)[CH:13]=[CH:12][C:11]=4[NH:22][C:23]([C:25]4[CH:26]=[C:27]([CH:39]=[CH:40][CH:41]=4)[CH2:28][S:29][CH2:30][CH2:31][C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])=[O:24])[CH:5]=3)=[O:3])=[CH:52][CH:53]=2)[CH2:46][CH2:47]1

参加物

7

反応物 4

HCID 6329MethylamineHCID 81531DiisopropylethylamineHCID 27764584-MorpholinobenzylamineHCID 86705963Tert-butyl 3-(3-(2-(4-(chlorocarbonyl)pyridin-2-yl)-4-(piperidin-1-yl)phenylcarbamoyl)benzylthio)propanoate

生成物 1

HCID 66586822HCID 66586822、化合物収率 133.3%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

Into a 50-mL round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed a solution of tert-butyl 3-(3-(2-(4-(chlorocarbonyl)pyridin-2-yl)-4-(piperidin-1-yl)phenylcarbamoyl)-benzylthio)-propanoate (120 mg, 0.20 mmol, 1.00 equiv) in tetrahydrofuran (10 mL), (4-morpholinophenyl)methanamine (68 mg, 0.35 mmol, 1.50 equiv), and DIPEA (32 mg, 0.25 mmol, 3.00 equiv). The resulting solution was stirred for 4 h at room temperature. An additional 68 mg of 4-morpholinophenyl)methanamine was added. The resulting solution was stirred for an additional 2 h at room temperature. The resulting solution was diluted with 10 mL of H2O. The resulting solution was extracted with 3×50 mL of dichloromethane and the organic layers combined. The resulting mixture was washed with 1×50 mL of brine, dried over anhydrous sodium sulfate, and concentrated under vacuum. This resulted in 200 mg of crude product as a yellow oil.

後処理

  1. customInto a 50-mL round-bottom flask purged
  2. temperaturemaintained with an inert atmosphere of nitrogen
  3. stirringThe resulting solution was stirred for an additional 2 h at room temperature
  4. extractionThe resulting solution was extracted with 3×50 mL of dichloromethane
  5. washThe resulting mixture was washed with 1×50 mL of brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-1f5ad2b44c904578bb4066b6d556b4b1
出典データセット
uspto-grants-2016_04
特許番号
US09301951B2

関連ノート

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