Acetic Acid → 4-[4-((2S)-2-Amino-2-tert-butoxycarbonyl-ethylamino)-2-methyl-pyrrolo[2,3-d]pyrimidin-7-yl]-butyric acid ethyl ester

HRID 854253노트

반응식

HRID 854253 반응식
[CH2:1]([O:3][C:4](=[O:39])[CH2:5][CH2:6][CH2:7][N:8]1[C:12]2[N:13]=[C:14]([CH3:38])[N:15]=[C:16]([NH:17][CH2:18][C@H:19]([NH:27]C(OCC3C=CC=CC=3)=O)[C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[C:11]=2[CH:10]=[CH:9]1)[CH3:2].C(O)(=O)C>C(O)C.[Pd]>[CH2:1]([O:3][C:4](=[O:39])[CH2:5][CH2:6][CH2:7][N:8]1[C:12]2[N:13]=[C:14]([CH3:38])[N:15]=[C:16]([NH:17][CH2:18][C@H:19]([NH2:27])[C:20]([O:22][C:23]([CH3:24])([CH3:25])[CH3:26])=[O:21])[C:11]=2[CH:10]=[CH:9]1)[CH3:2]

참가 물질

5

반응물 2

HCID 176Acetic AcidHCID 15546709HCID 15546709, 화합물

생성물 1

HCID 155467104-[4-((2S)-2-Amino-2-tert-butoxycarbonyl-ethylamino)-2-methyl-pyrrolo[2,3-d]pyrimidin-7-yl]-butyric acid ethyl ester

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

709 mg of 4-[4-((2S)-2-benzyloxycarbonylamino-2-tert-butoxycarbonyl-ethylamino)-2-methyl-pyrrolo[2,3-d]pyrimidin-7-yl]-butyric acid ethyl ester were dissolved in 40 ml of ethanol and 1 ml of acetic acid and were hydrogenated over 100 mg of Pd/C (10%) during 4 h at room temperature. The catalyst was removed by filtration, the solvent was removed in vacuo. The residue was dissolved in 60 ml of DCM and stirred with 10 ml of brine and additional 5 g of NaHCO3. The phases were separated, the aqueous phase was extracted with DCM, the combined organic phases were dried over MgSO4, filtered and the solvent was removed in vacuo. Yield: 475 mg.

후처리

  1. customThe catalyst was removed by filtration
  2. customthe solvent was removed in vacuo
  3. dissolutionThe residue was dissolved in 60 ml of DCM
  4. customThe phases were separated
  5. extractionthe aqueous phase was extracted with DCM
  6. dry with materialthe combined organic phases were dried over MgSO4
  7. filtrationfiltered
  8. customthe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-f3ddb532bd5841d6b8015cf926dc63ea
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07259159B2

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