HCID 71746453、化合物 → 2-[1-(2-Fluorobenzyl)-1,4,5,6-tetrahydrocyclopenta[c]pyrazol-3-yl]-5,5-dimethyl-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one

HRID 570547ノート

反応式

HRID 570547 の反応式
[F:1][C:2]1[CH:29]=[CH:28][CH:27]=[CH:26][C:3]=1[CH2:4][N:5]1[C:9]2[CH2:10][CH2:11][CH2:12][C:8]=2[C:7]([C:13]2[N:14]=[C:15](I)[C:16]3[C:21]([CH3:23])([CH3:22])[C:20](=[O:24])[NH:19][C:17]=3[N:18]=2)=[N:6]1>CN(C=O)C.[Pd]>[F:1][C:2]1[CH:29]=[CH:28][CH:27]=[CH:26][C:3]=1[CH2:4][N:5]1[C:9]2[CH2:10][CH2:11][CH2:12][C:8]=2[C:7]([C:13]2[N:14]=[CH:15][C:16]3[C:21]([CH3:23])([CH3:22])[C:20](=[O:24])[NH:19][C:17]=3[N:18]=2)=[N:6]1

参加物

4

反応物 1

HCID 71746453HCID 71746453、化合物

生成物 1

HCID 717464542-[1-(2-Fluorobenzyl)-1,4,5,6-tetrahydrocyclopenta[c]pyrazol-3-yl]-5,5-dimethyl-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one収率 82.8%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 6228Dimethylformamide溶媒

実験手順

45 mg (0.08 mmol) of 2-[1-(2-fluorobenzyl)-1,4,5,6-tetrahydrocyclopenta[c]pyrazol-3-yl]-4-iodo-5,5-dimethyl-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one were dissolved in 5 ml of absolute DMF, 18 mg (0.02 mmol) of 10% palladium on charcoal were added and hydrogenation was effected under standard hydrogen pressure overnight. The reaction mixture was filtered through Celite and concentrated, and the residue was purified by means of preparative HPLC (eluent: acetonitrile/water, gradient 20:80→100:0). 25 mg of the target compound were obtained (80% of theory).

後処理

  1. custompressure overnight
  2. filtrationThe reaction mixture was filtered through Celite
  3. concentrationconcentrated
  4. customthe residue was purified by means of preparative HPLC (eluent: acetonitrile/water, gradient 20:80→100:0)

出典と根拠

ORDレコード
ord-60a1f00ecfa546fea7854301f060aebc
出典データセット
uspto-grants-2015_05
特許番号
US09023849B2

反応ノート

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