Morpholine → 1-(Pyrazin-2-YL)cyclopropan-1-amine

HRID 1040477노트

반응식

HRID 1040477 반응식
C(OC(=O)[NH:6][C:7]1([C:10]2[CH:15]=[N:14][CH:13]=[CH:12][N:11]=2)[CH2:9][CH2:8]1)C=C.N1CCOCC1>C1COCC1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[N:11]1[CH:12]=[CH:13][N:14]=[CH:15][C:10]=1[C:7]1([NH2:6])[CH2:9][CH2:8]1

참가 물질

5

반응물 2

HCID 8083MorpholineHCID 58431049HCID 58431049, 화합물

생성물 1

HCID 584310771-(Pyrazin-2-YL)cyclopropan-1-amine수율 14.3%

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 8028Tetrahydrofuran용매

반응 조건

온도
50 °C

실험 절차

To a solution of (1-Pyrazin-2-yl-cyclopropyl)-carbamic acid allyl ester (67 mg, 0.31 mmol) and morpholine (0.31 mL, 3.1 mmol) in THF (3 mL) was added Pd(PPh3)4 (27 mg, 0.02 mmol) and the yellow mixture was stirred at 50° C. for 3 h. The solvent was removed under a stream of N2 and the residue was purified by flash chromatography (silica, 4→7% MeOH/CH2Cl2) to give 6 mg of the title compound as an orange oil, m/z 136.04 [M+1]+.

후처리

  1. customThe solvent was removed under a stream of N2
  2. customthe residue was purified by flash chromatography (silica, 4→7% MeOH/CH2Cl2)

출처 및 근거

ORD 기록
ord-29d9822820974a11b891301e874e7b48
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08552205B2

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