N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-2-chloro-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine → N-Methyl-N-[(3R,4R)-4-methyl-3-piperidinyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine

HRID 1517980ノート

反応式

HRID 1517980 の反応式
C([N:8]1[CH2:13][CH2:12][C@@H:11]([CH3:14])[C@@H:10]([N:15]([CH3:26])[C:16]2[C:17]3[CH:25]=[CH:24][NH:23][C:18]=3[N:19]=[C:20](Cl)[N:21]=2)[CH2:9]1)C1C=CC=CC=1>[OH-].[OH-].[Pd+2].O>[CH3:26][N:15]([C@@H:10]1[C@H:11]([CH3:14])[CH2:12][CH2:13][NH:8][CH2:9]1)[C:16]1[C:17]2[CH:25]=[CH:24][NH:23][C:18]=2[N:19]=[CH:20][N:21]=1

参加物

4

反応物 1

HCID 15984679N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-2-chloro-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine

生成物 1

HCID 23401507N-Methyl-N-[(3R,4R)-4-methyl-3-piperidinyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine

試薬・触媒・溶媒 2

HCID 9942167Palladium hydroxide触媒HCID 962Water溶媒

反応条件

温度
72.5 °C

実験手順

To a clean, dry, nitrogen-purged 500 ml hydrogenation reactor were charged 20 wt % Pd(OH)2/C (palladium hydroxide on carbon) (5.0 g, 50% water wet), water (200 ml), and N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-2-chloro-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (50.0 g, 0.135 mol). The reactor was purged three times at 50 psi with nitrogen and three times at 50 psi with hydrogen. Once purging was complete, the reactor was heated to 70-75° C. and pressurized to 50 psi with hydrogen through a continuous feed. The hydrogen uptake was monitored until no hydrogen was consumed for a minimum of 1 hour. The reactor was cooled to 20-30° C. and purged three times at 50 psi with nitrogen. The reaction mixture was filtered through water-wet Celite and transferred to a clean, dry, nitrogen-purged 500 ml reactor for subsequent processing.

後処理

  1. customTo a clean, dry
  2. customnitrogen-purged 500 ml hydrogenation reactor
  3. customThe reactor was purged three times at 50 psi with nitrogen and three times at 50 psi with hydrogen
  4. customOnce purging
  5. customwas consumed for a minimum of 1 hour
  6. temperatureThe reactor was cooled to 20-30° C.
  7. custompurged three times at 50 psi with nitrogen
  8. filtrationThe reaction mixture was filtered through water-wet Celite
  9. customdry
  10. customnitrogen-purged 500 ml reactor for subsequent processing

出典と根拠

ORDレコード
ord-867b74a3577e49f6af7ed74c5519e994
出典データセット
uspto-grants-2012_07
特許番号
US08232394B2

反応ノート

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