5,5-Dibromo-4-chloro-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-one → 4-chloro-5H,6H,7H-pyrrolo[2,3-d]pyrimidin-6-one

HRID 550973ノート

反応式

HRID 550973 の反応式
Br[C:2]1(Br)[C:10]2[C:9]([Cl:11])=[N:8][CH:7]=[N:6][C:5]=2[NH:4][C:3]1=[O:12]>C1COCC1.[Cl-].[NH4+].[Zn]>[Cl:11][C:9]1[C:10]2[CH2:2][C:3](=[O:12])[NH:4][C:5]=2[N:6]=[CH:7][N:8]=1

参加物

5

反応物 1

HCID 223909585,5-Dibromo-4-chloro-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-one

生成物 1

HCID 120958704-chloro-5H,6H,7H-pyrrolo[2,3-d]pyrimidin-6-one

試薬・触媒・溶媒 3

HCID 23994Zinc触媒HCID 8028Tetrahydrofuran溶媒HCID 25517Ammonium Chloride溶媒

実験手順

Zinc (6.05 g, 92.56 mmol) was added to a solution of 5,5-dibromo-4-chloro-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one from Step A (3.03 g, 9.26 mmol) in THF (20 mL) and saturated aqueous ammonium chloride (5 mL). After 3 h, the reaction mixture was concentrated in vacuo and purified by HPLC using a reversed phase C18 column and eluting with a gradient of H2O:CH3CN:CF3CO2H—90:10:0.1 to 5:95:0.1. Lyophilization provided the title compound. MS: m/z=170 (M+1).

後処理

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. custompurified by HPLC
  3. washeluting with a gradient of H2O

出典と根拠

ORDレコード
ord-c7867341c89b4debad49724c61f69e31
出典データセット
uspto-grants-2011_05
特許番号
US07947677B2

反応ノート

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