3-(Piperidinosulfonyl)aniline → 5-Methyl-N2-[3-(piperidine-1-sulfonyl)-phenyl]-pyrimidine-2,4-diamine

HRID 491197

反応式

HRID 491197 の反応式
Cl[C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH3:9])=[CH:4][N:3]=1.[N:10]1([S:16]([C:19]2[CH:20]=[C:21]([NH2:25])[CH:22]=[CH:23][CH:24]=2)(=[O:18])=[O:17])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1>C(O)(=O)C>[CH3:9][C:5]1[C:6]([NH2:8])=[N:7][C:2]([NH:25][C:21]2[CH:22]=[CH:23][CH:24]=[C:19]([S:16]([N:10]3[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]3)(=[O:18])=[O:17])[CH:20]=2)=[N:3][CH:4]=1

参加物

4

反応物 2

HCID 27947913-(Piperidinosulfonyl)anilineHCID 43021752-Chloro-5-methylpyrimidin-4-amine

生成物 1

HCID 576750845-Methyl-N2-[3-(piperidine-1-sulfonyl)-phenyl]-pyrimidine-2,4-diamine

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A mixture of 2-chloro-5-methyl-pyrimidin-4-ylamine (0.25 g, 1.74 mmol) and 3-(piperidine-1-sulfonyl)-phenylamine (0.50 g, 2.1 mmol) in acetic acid (4 mL) was sealed in a microwave reaction tube and irradiated with microwave at 130° C. for 15 min. After cooling to room temperature, the cap was removed and the mixture concentrated. The residue was taken in water (20 mL) and pH adjusted to ˜9 with 10% NaOH solution. The resulting solution was extracted with EtOAc (2×30 mL) and the organic layer separated. The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated in vacuo and the crude product (˜0.6 g) used in the next step without purification. MS (ES+): m/z 348 (M+H)+.

後処理

  1. customwas sealed in a microwave reaction tube
  2. customirradiated with microwave at 130° C. for 15 min
  3. customthe cap was removed
  4. concentrationthe mixture concentrated
  5. extractionThe resulting solution was extracted with EtOAc (2×30 mL)
  6. customthe organic layer separated
  7. washThe combined organic layers were washed with brine
  8. dry with materialdried over anhydrous Na2SO4
  9. filtrationfiltered
  10. concentrationThe filtrate was concentrated in vacuo
  11. customthe crude product (˜0.6 g) used in the next step without purification

出典と根拠

ORDレコード
ord-5b1d387dc1a84ff9bde678d981ed6d76
出典データセット
uspto-grants-2009_05
特許番号
US07528143B2

関連ノート

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