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Phenylmethyl [((3S)-1-{2-[6-(methyloxy)-3-oxopyrido[2,3-b]pyrazin-4(3H)-yl]ethyl}-3-piperidinyl)methyl]carbamate → 4-{2-[(3S)-3-(Aminomethyl)-1-piperidinyl]ethyl}-6-(methyloxy)pyrido[2,3-b]pyrazin-3(4H)-one

HRID 657128
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HRID 657128 반응식
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[N:11]=[CH:10][C:9](=[O:12])[N:8]([CH2:13][CH2:14][N:15]3[CH2:20][CH2:19][CH2:18][C@@H:17]([CH2:21][NH:22]C(=O)OCC4C=CC=CC=4)[CH2:16]3)[C:7]=2[N:33]=1>CO.[Pd].O=[Mn]=O>[NH2:22][CH2:21][C@@H:17]1[CH2:18][CH2:19][CH2:20][N:15]([CH2:14][CH2:13][N:8]2[C:9](=[O:12])[CH:10]=[N:11][C:6]3[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[N:33][C:7]2=3)[CH2:16]1
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참가 물질

5

반응물 1

HCID 86635363Phenylmethyl [((3S)-1-{2-[6-(methyloxy)-3-oxopyrido[2,3-b]pyrazin-4(3H)-yl]ethyl}-3-piperidinyl)methyl]carbamate

생성물 1

HCID 689911274-{2-[(3S)-3-(Aminomethyl)-1-piperidinyl]ethyl}-6-(methyloxy)pyrido[2,3-b]pyrazin-3(4H)-one

시약·촉매·용매 3

HCID 14801Manganese dioxide촉매HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

To a solution of phenylmethyl [((3S)-1-{2-[6-(methyloxy)-3-oxopyrido[2,3-b]pyrazin-4(3H)-yl]ethyl}-3-piperidinyl)methyl]carbamate (0.37 g, 0.83 mmol) in MeOH (20 mL) was added 10% Pd/C (0.10 g). The solution was hydrogenated on a Parr apparatus at 50 PSI for 3 h. The Pd/C catalyst was filtered off, MnO2 (0.22 g, 2.48 mmol) was added, and the solution stirred at ambient temperature for 16 h. The MnO2 was filtered off and the crude material (yellowish oil) was used without further purification (0.26 g, 97% over 2 steps).

후처리

  1. filtrationThe Pd/C catalyst was filtered off
  2. filtrationThe MnO2 was filtered off
  3. customthe crude material (yellowish oil) was used without further purification (0.26 g, 97% over 2 steps)

출처 및 근거

ORD 기록
ord-4c832c8898ae4161905c57600b3a2079
출처 데이터셋
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08071592B2

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