Triethylamine → [4-(4,6-Dimorpholin-4-yl-1,3,5-triazin-2-yl)phenyl]-3-[4-(1-hydroxyethyl)phenyl]urea

HRID 2094563

反応式

HRID 2094563 の反応式
[N:1]1([C:7]2[N:12]=[C:11]([N:13]3[CH2:18][CH2:17][O:16][CH2:15][CH2:14]3)[N:10]=[C:9]([C:19]3[CH:25]=[CH:24][C:22]([NH2:23])=[CH:21][CH:20]=3)[N:8]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.Cl[C:27](Cl)([O:29]C(=O)OC(Cl)(Cl)Cl)Cl.CCN(CC)CC.[NH2:45][C:46]1[CH:51]=[CH:50][C:49]([CH:52]([OH:54])[CH3:53])=[CH:48][CH:47]=1>C(Cl)Cl>[N:1]1([C:7]2[N:12]=[C:11]([N:13]3[CH2:18][CH2:17][O:16][CH2:15][CH2:14]3)[N:10]=[C:9]([C:19]3[CH:25]=[CH:24][C:22]([NH:23][C:27]([NH:45][C:46]4[CH:51]=[CH:50][C:49]([CH:52]([OH:54])[CH3:53])=[CH:48][CH:47]=4)=[O:29])=[CH:21][CH:20]=3)[N:8]=2)[CH2:2][CH2:3][O:4][CH2:5][CH2:6]1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 857534-Amino-alpha-methylbenzenemethanolHCID 94429TriphosgeneHCID 453790874-(4,6-Dimorpholino-1,3,5-triazin-2-yl)aniline

生成物 1

HCID 44515378[4-(4,6-Dimorpholin-4-yl-1,3,5-triazin-2-yl)phenyl]-3-[4-(1-hydroxyethyl)phenyl]urea収率 24%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

To a stirred mixture of 4-(4,6-dimorpholin-4-yl-1,3,5-triazin-2-yl)aniline (0.140, 0.40 mmoles) in methylene chloride at 0° C. was added triphosgene (0.25, 0.84 mmoles) and Et3N (3 mL). The reaction mixture was stirred for 20 minutes at 0° C. Then 1-(4-aminophenyl)ethanol (0.10 g, 0.73 mmoles) was added to the mixture. The reaction mixture was stirred for about 16 hours at room temperature. The solvent was removed. The residue was dissolved in DMSO and place at HPLC using acetonitrile buffer TFA to give 48 mg (24%) of [4-(4,6-dimorpholin-4-yl-1,3,5-triazin-2-yl)phenyl]-3-[4-(1-hydroxyethyl)phenyl]urea. M+H 506.4.

後処理

  1. stirringThe reaction mixture was stirred for about 16 hours at room temperature
  2. customThe solvent was removed
  3. dissolutionThe residue was dissolved in DMSO

出典と根拠

ORDレコード
ord-8a09fede86b64f2f85118f6ba137382e
出典データセット
uspto-grants-2013_05
特許番号
US08445486B2

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