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

HRID 2233876노트

반응식

HRID 2233876 반응식
[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

참가 물질

5

반응물 2

HCID 10340Sodium CarbonateHCID 866082583,4-Dichloro-5-methyl-N-(1-nitrosopiperidin-4-yl)-1H-pyrrole-2-carboxamide2회

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

반응 조건

온도
70 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6e971241c8ee4b128d34cd9039b5d86e
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07709503B2

반응 노트

불러오는 중…