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2-Amino-4,6-dichloropyrimidine → 6-Chloro-N4-(1,1-dimethyl-2-phenylethyl)-2,4-pyrimidinediamine

HRID 2367260
ノート
印刷プレビュー

反応式

HRID 2367260 の反応式
Cl.[CH3:2][C:3]([NH2:12])([CH3:11])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[Cl:13][C:14]1[CH:19]=[C:18](Cl)[N:17]=[C:16]([NH2:21])[N:15]=1.CCN(C(C)C)C(C)C>CC#N>[Cl:13][C:14]1[N:15]=[C:16]([NH2:21])[N:17]=[C:18]([NH:12][C:3]([CH3:2])([CH3:11])[CH2:4][C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:19]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 655222-Amino-4,6-dichloropyrimidineHCID 70969Phentermine HydrochlorideHCID 81531Diisopropylethylamine

生成物 1

HCID 866591756-Chloro-N4-(1,1-dimethyl-2-phenylethyl)-2,4-pyrimidinediamine収率 50.5%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
160 °C

実験手順

A mixture of 2-methyl-1-phenyl-2-propanamine hydrochloride (742 mg, 4 mmol), 4,6-dichloro-2-pyrimidinamine (438 mg, 2.67 mmol) and Hunig's base (1.55 g, 12 mmol) in CH3CN (8 mL) was stirred and heated for 6 hours at 160° C. in a Biotage Initiator microwave synthesizer. The mixture was cooled to room temperature and concentrated to dryness. The resulting solids were partitioned between EtOAc and water, and the organic layer was dried over Na2SO4, filtered and concentrated to dryness. Purification by reverse phase chromatography using CH3CN in water from 45% to 65% (0.08% ammonium hydrogen carbonate) in 18 min, afforded the title compound (373 mg) as a white solid. LC-MS (ES) m/z=277.0 [M+H]+.

後処理

  1. temperatureThe mixture was cooled to room temperature
  2. concentrationconcentrated to dryness
  3. customThe resulting solids were partitioned between EtOAc and water
  4. dry with materialthe organic layer was dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated to dryness
  7. customPurification by reverse phase chromatography
  8. customin 18 min

出典と根拠

ORDレコード
ord-4c89eb78c272415e85a7dc478c89c68c
出典データセット
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08697685B2

反応ノート

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