Dimethylformamide → HCID 86608308, compound

HRID 2233954Notes

Reaction equation

HRID 2233954 reaction equation
[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]([C:18]2[CH:23]=[C:22]([C:24]([NH:26][NH2:27])=[O:25])[CH:21]=[C:20]([Cl:28])[N:19]=2)[CH2:14][CH2:13]1)=[O:10].CN([CH:32]=[O:33])C>>[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]([C:18]2[CH:23]=[C:22]([C:24]3[O:25][C:32](=[O:33])[NH:27][N:26]=3)[CH:21]=[C:20]([Cl:28])[N:19]=2)[CH2:14][CH2:13]1)=[O:10]

Participants

3

Reactant 2

HCID 6228DimethylformamideHCID 86608309HCID 86608309, compound

Product 1

HCID 86608308HCID 86608308, compound

Procedure

N,N′-Carbonyldimidazole (0.021 g, 0.13 mmol) was added to a stirred solution of 3,4-dichloro-N-{1-[6-chloro-4-(hydrazinocarbonyl)pyridin-2-yl]piperidin-4-yl}-5-methyl-1H-pyrrole-2-carboxamide (Example 309) (30 mg, 0.06 mmol) in DMF (2 ml). The mixture was stirred at room temperature for 6 h. The mixture was filtered and purified by semi-preparative HPLC eluting with CH3CN/H2O (0.1% TFA) mixtures to give the title compound (15 mg).

Workup

  1. filtrationThe mixture was filtered
  2. custompurified by semi-preparative HPLC
  3. washeluting with CH3CN/H2O (0.1% TFA)

Sources & evidence

ORD record
ord-e80b2d88582e48c49449373414b61acf
Source dataset
uspto-grants-2010_05
Patent number
US07709503B2

Reaction notes

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