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 854253ノート

反応式

HRID 854253 の反応式
[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]

参加物

5

反応物 2

HCID 176Acetic AcidHCID 15546709HCID 15546709、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f3ddb532bd5841d6b8015cf926dc63ea
出典データセット
uspto-grants-2007_08
特許番号
US07259159B2

反応ノート

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