Sodium Carbonate → N-(1-aminopiperidin-4-yl)-3,4-dichloro-5-methyl-1H-pyrrole-2-carboxamide

HRID 2233876ノート

反応式

HRID 2233876 の反応式
[Cl:1][C:2]1[C:6]([Cl:7])=[C:5]([CH3:8])[NH:4][C:3]=1[C:9]([NH:11][CH:12]1[CH2:17][CH2:16][N:15]([N:18]=O)[CH2:14][CH2:13]1)=[O:10].C([O-])([O-])=O.[Na+].[Na+]>O.CO>[NH2:18][N:15]1[CH2:16][CH2:17][CH:12]([NH:11][C:9]([C:3]2[NH:4][C:5]([CH3:8])=[C:6]([Cl:7])[C:2]=2[Cl:1])=[O:10])[CH2:13][CH2:14]1

参加物

5

反応物 2

HCID 10340Sodium CarbonateHCID 866082583,4-Dichloro-5-methyl-N-(1-nitrosopiperidin-4-yl)-1H-pyrrole-2-carboxamide2 回

生成物 1

HCID 68580041N-(1-aminopiperidin-4-yl)-3,4-dichloro-5-methyl-1H-pyrrole-2-carboxamide

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

反応条件

温度
70 °C

実験手順

A 20% solution of TiCl3 (36 ml, 27 mmol) in water was added to a solution of 3,4-dichloro-5-methyl-N-(1-nitrosopiperidin-4-yl)-1H-pyrrole-2-carboxamide (Intermediate 87, 2.8 g, 9.2 mmol) in 60 ml of MeOH. The mixture was heated to 70° C. for 1 hour. Aqueous Na2CO3 was added to basify the mixture, which was filtered through Celite rinsing through with MeOH until no more material eluted. The filtrate was concentrated and the residual aqueous solution was saturated with NaCl before being extracted 6 times with DCM. The combined organic layers were dried (MgSO4) and solvent was removed to give product as a beige solid.

後処理

  1. filtrationwas filtered through Celite
  2. washrinsing through with MeOH until no more material
  3. washeluted
  4. concentrationThe filtrate was concentrated
  5. extractionbefore being extracted 6 times with DCM
  6. dry with materialThe combined organic layers were dried (MgSO4) and solvent
  7. customwas removed
  8. customto give product as a beige solid

出典と根拠

ORDレコード
ord-6e971241c8ee4b128d34cd9039b5d86e
出典データセット
uspto-grants-2010_05
特許番号
US07709503B2

反応ノート

読み込み中…