Diethyl cyanophosphonate → tert-butyl 4-(4-(5-amino-6-(6-methyl-1H-benzo[d]imidazol-2-yl)pyrazin-2-yl)phenylcarbonyl)-1,4-diazepane-1-carboxylate

HRID 78573ノート

反応式

HRID 78573 の反応式
[NH2:1][C:2]1[N:3]=[CH:4][C:5]([C:18]2[CH:26]=[CH:25][C:21]([C:22](O)=[O:23])=[CH:20][CH:19]=2)=[N:6][C:7]=1[C:8]1[NH:12][C:11]2[CH:13]=[C:14]([CH3:17])[CH:15]=[CH:16][C:10]=2[N:9]=1.[N:27]1([C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])[CH2:33][CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1.C(OP(C#N)(=O)OCC)C.CCN(C(C)C)C(C)C>CS(C)=O>[NH2:1][C:2]1[N:3]=[CH:4][C:5]([C:18]2[CH:26]=[CH:25][C:21]([C:22]([N:30]3[CH2:31][CH2:32][CH2:33][N:27]([C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])[CH2:28][CH2:29]3)=[O:23])=[CH:20][CH:19]=2)=[N:6][C:7]=1[C:8]1[NH:12][C:11]2[CH:13]=[C:14]([CH3:17])[CH:15]=[CH:16][C:10]=2[N:9]=1

参加物

6

反応物 4

HCID 76257Diethyl cyanophosphonateHCID 81531DiisopropylethylamineHCID 2756058Tert-butyl 1,4-diazepane-1-carboxylateHCID 594722424-[5-amino-6-(6-methyl-1H-benzimidazol-2-yl)pyrazin-2-yl]benzoic acid

生成物 1

HCID 59471653tert-butyl 4-(4-(5-amino-6-(6-methyl-1H-benzo[d]imidazol-2-yl)pyrazin-2-yl)phenylcarbonyl)-1,4-diazepane-1-carboxylate収率 75%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
80 °C

実験手順

To a solution of 4-[5-amino-6-(6-methyl-1H-benzimidazol-2-yl)pyrazin-2-yl]benzoic acid (108 mg, 0.3127 mmol) in DMSO (1 mL) were added tert-butyl 1,4-diazepane-1-carboxylate (187.9 mg, 0.9381 mmol), diethylcyanophosphonate (124.7 mg, 114.3 μL, 0.6879 mmol) and DIPEA (121.2 mg, 163.3 μL, 0.9381 mmol). The reaction mixture was heated at 80° C. overnight, allowed to cool and filtered and the resultant taken on to the next step without further purification (122 mg, 75% Yield).

後処理

  1. temperatureto cool
  2. filtrationfiltered
  3. customthe resultant taken on to the next step without further purification (122 mg, 75% Yield)

出典と根拠

ORDレコード
ord-8317c1c17d24452391a25da08520e3b4
出典データセット
uspto-grants-2014_09
特許番号
US08841308B2

反応ノート

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