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

HRID 1170732

반응식

HRID 1170732 반응식
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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

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)+.

후처리

  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

출처 및 근거

ORD 기록
ord-f186316e4b4b41dd850c9e4b0e9dc188
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07825246B2

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