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2-Bromopyridine → (4-Cyclobutyl-piperazin-1-yl)-(6-pyridin-2-yl-6-aza-spiro[2.5]oct-1-yl)-methanone

HRID 732
ノート
印刷プレビュー

反応式

HRID 732 の反応式
Brc1ccccn1.O=C(C1CC12CCNCC2)N1CCN(C2CCC2)CC1>CC(=O)O.CC(=O)O.CC(C)(C)[O-].CC(C)c1cc(C(C)C)c(-c2ccccc2P(C2CCCCC2)C2CCCCC2)c(C(C)C)c1.[Na+].[Pd]>O=C(C1CC12CCN(c1ccccn1)CC2)N1CCN(C2CCC2)CC1
参加物反応条件実験手順出典と根拠反応ノート

参加物

6

反応物 2

HCID 79732-BromopyridineHCID 59395236(6-Aza-spiro[2.5]oct-1-yl)-(4-cyclobutyl-piperazin-1-yl)-methanone

生成物 1

HCID 25119543(4-Cyclobutyl-piperazin-1-yl)-(6-pyridin-2-yl-6-aza-spiro[2.5]oct-1-yl)-methanone収率 9.39%

試薬・触媒・溶媒 3

HCID 23676156Sodium t-butoxide試薬HCID 4144353Palladium (II) acetate触媒
このページの内容参加物反応条件実験手順出典と根拠反応ノート
HCID 11155794
2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl
触媒

反応条件

温度
160 °C

実験手順

Reagents were put in a sealed vial and heated in the microwave oven for 10 minutes at 160°C. According to LC-MS analysis, the conversion is >90%. The crude mixture was transferred to a round-bottomed flask and volatiles were evaporated under vacuum. The residue was purified on preparative HPLC using the long high pH (acetonitrile in water ammonium carbonate buffer, 25 min.) 20 to 40% gradient method on XBridge Prep C18 OBD, 30x150 mm, 5 mm, Waters reverse phase column, giving (4-cyclobutylpiperazin-1-yl)(6-(pyridin-2-yl)-6-azaspiro[2.5]octan-1-yl)methanone (7.20 mg, 9.39 %). However, the compound was not pure enought for submission and there was not enough of it to attempt another purification.

出典と根拠

ORDレコード
ord-c35b162a34bf408282b33e4af9af7634
出典データセット
750 AstraZeneca ELN dataset
元リンク
出典を表示

反応ノート

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