Diisopropylcarbodiimide → HCID 69015831、化合物

HRID 1435757

反応式

HRID 1435757 の反応式
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[C:12]([Cl:14])[CH:11]=[CH:10][C:9]=2[CH3:15])[N:5]=[C:4]([NH:16][C:17]2[CH:22]=[CH:21][C:20]([CH2:23][OH:24])=[CH:19][CH:18]=2)[N:3]=1.[C:25]([O:29][C:30]([NH:32][CH2:33][C:34]([OH:36])=O)=[O:31])([CH3:28])([CH3:27])[CH3:26].CC([N:40]=C=NC(C)C)C>CN(C)C=O>[NH2:40][C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[C:12]([Cl:14])[CH:11]=[CH:10][C:9]=2[CH3:15])[N:5]=[C:4]([NH:16][C:17]2[CH:22]=[CH:21][C:20]([CH2:23][O:24][C:34](=[O:36])[CH2:33][NH:32][C:30]([O:29][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:31])=[CH:19][CH:18]=2)[N:3]=1

参加物

5

反応物 3

HCID 12734DiisopropylcarbodiimideHCID 78288N-(tert-butoxycarbonyl)glycineHCID 86588970{4-[4-Chloro-6-(5-chloro-2-methyl-phenyl)-[1,3,5]triazin-2-ylamino]-phenyl}-methanol

生成物 1

HCID 69015831HCID 69015831、化合物収率 105.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of the title compound of Example 41 (0.684 g, 2.0 mmol), N-tert-butoxycarbonyl glycine (0.368 g, 2.1 mmol), N,N-dimethylaminopyridine (0.049 g, 0.4 mmol), dimethylformamide (15 ml), and N,N-diisopropylcarbodiimide (0.278 g, 2.2 mmol) was stirred for 12 hours. The mixture was concentrated under reduced pressure. The residue was purified by flash chromatography eluting with 40% ethyl acetate-hexane to provide 2-tert-butoxycarbonylamino-acetic acid 4-[4-amino-6-(5-chloro-2-methyl-phenyl)-[1,3,5]triazin-2yl-amino]-benzyl ester (1.05 g, 100% yield). 1H NMR (CDCl3) δ 7.74 (s, 1H), 7.63-7.74 (d, 1H), 7.6 (br s, 2H), 7.31-7.36 (m, 4H), 7.20-7.22 (d, 1H), 5.3-5.6 (br s, 2H), 5.17 (d, 2H) 4.95-5.1 (br s, 1H), 3.965 (d, 2H), 2.55 (s, 3H), 1.47 (s, 9H).

後処理

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customThe residue was purified by flash chromatography
  3. washeluting with 40% ethyl acetate-hexane

出典と根拠

ORDレコード
ord-cf967c3a608a49418d6313bd25968ee8
出典データセット
uspto-grants-2009_11
特許番号
US07618968B2

関連ノート

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