Pyrrolidine → HCID 68530406, compound

HRID 644223Notes

Reaction equation

HRID 644223 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:39])[C:10]2[CH:15]=[C:14]([F:16])[CH:13]=[CH:12][C:11]=2[NH:17][C:18](=[O:38])[C:19]2[CH:24]=[CH:23][C:22](F)=[CH:21][C:20]=2[O:26][CH2:27][CH2:28][CH2:29][NH:30][C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])=[N:6][CH:7]=1.[NH:40]1[CH2:44][CH2:43][CH2:42][CH2:41]1>>[C:34]([O:33][C:31]([NH:30][CH2:29][CH2:28][CH2:27][O:26][C:20]1[CH:21]=[C:22]([N:40]2[CH2:44][CH2:43][CH2:42][CH2:41]2)[CH:23]=[CH:24][C:19]=1[C:18]([NH:17][C:11]1[CH:12]=[CH:13][C:14]([F:16])=[CH:15][C:10]=1[C:9]([NH:8][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][N:6]=1)=[O:39])=[O:38])=[O:32])([CH3:36])([CH3:37])[CH3:35]

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 68532957HCID 68532957, compound

Product 1

HCID 68530406HCID 68530406, compoundYield 79%

Procedure

A solution of N-(5-chloropyridin-2-yl)-5-fluoro-2-[4-fluoro-2-(3-tert-butoxycarbonylaminopropoxy)benzoylamino]benzamide (0.4 g, 0.71 mmol) in pyrrolidine (10 mL) was heated at 80° C. for 6 hr. The reaction was concentrated in vacuo and the residue was purified by RPLC (ethyl acetate/hexane 1:4) to give pure product (0.345 g, 79%).

Workup

  1. concentrationThe reaction was concentrated in vacuo
  2. customthe residue was purified by RPLC (ethyl acetate/hexane 1:4)

Sources & evidence

ORD record
ord-5f2df560c9954eb3bd1a0859a363631e
Source dataset
uspto-grants-2010_04
Patent number
US07700628B2

Reaction notes

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