Triethylamine → Tert-butyl 3-(6-chloropyrimidin-4-ylamino)phenylcarbamate

HRID 577298

反応式

HRID 577298 の反応式
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[CH:4][N:3]=1.[NH2:9][C:10]1[CH:11]=[C:12]([NH:16][C:17](=[O:23])[O:18][C:19]([CH3:22])([CH3:21])[CH3:20])[CH:13]=[CH:14][CH:15]=1.C(N(CC)CC)C>C(O)C>[Cl:8][C:6]1[N:5]=[CH:4][N:3]=[C:2]([NH:9][C:10]2[CH:11]=[C:12]([NH:16][C:17](=[O:23])[O:18][C:19]([CH3:21])([CH3:20])[CH3:22])[CH:13]=[CH:14][CH:15]=2)[CH:7]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 709434,6-DichloropyrimidineHCID 12877220tert-butyl N-(3-aminophenyl)carbamate

生成物 1

HCID 57708283Tert-butyl 3-(6-chloropyrimidin-4-ylamino)phenylcarbamate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
80 °C

実験手順

4,6-Dichloropyrimidine (1.5 g, 10 mmol), tert-butyl 3-aminophenylcarbamate (2.1 g, 10 mmol) and triethylamine (2.2 g, 20 mmol) were mixed in ethanol (20 mL), heated at 80° C. for 16 hr. The reaction mixture was cooled to RT and solvent was removed in vacuo. The gummy crude product was mixed with 20 mL of DCM and was stirred at RT to give an off-white solid, which was filtered and dried under vacuum (1.6 g, 5 mmol). MS (m/z): MH+=321, 323.

後処理

  1. temperatureThe reaction mixture was cooled to RT
  2. customsolvent was removed in vacuo
  3. additionThe gummy crude product was mixed with 20 mL of DCM
  4. customto give an off-white solid, which
  5. filtrationwas filtered
  6. customdried under vacuum (1.6 g, 5 mmol)

出典と根拠

ORDレコード
ord-e1899b17843842e3b6e21be6c2085ebf
出典データセット
uspto-grants-2015_05
特許番号
US09040541B2

関連ノート

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