Isocyanatocyclopropane → HCID 66861132, compound

HRID 251865Notes

Reaction equation

HRID 251865 reaction equation
[CH:1]1([N:4]=[C:5]=[O:6])[CH2:3][CH2:2]1.[CH:7]1([N:10]2[C:19]3[C:14](=[CH:15][C:16]([F:30])=[C:17]([N:22]4[CH2:27][CH:26]([CH3:28])[NH:25][CH:24]([CH3:29])[CH2:23]4)[C:18]=3[O:20][CH3:21])[C:13](=[O:31])[C:12]([C:32]([NH:34][CH2:35][C:36]3[CH:41]=[CH:40][C:39]([Cl:42])=[CH:38][C:37]=3[Cl:43])=[O:33])=[CH:11]2)[CH2:9][CH2:8]1>ClCCl>[CH:7]1([N:10]2[C:19]3[C:14](=[CH:15][C:16]([F:30])=[C:17]([N:22]4[CH2:23][CH:24]([CH3:29])[N:25]([C:5]([NH:4][CH:1]5[CH2:3][CH2:2]5)=[O:6])[CH:26]([CH3:28])[CH2:27]4)[C:18]=3[O:20][CH3:21])[C:13](=[O:31])[C:12]([C:32]([NH:34][CH2:35][C:36]3[CH:41]=[CH:40][C:39]([Cl:42])=[CH:38][C:37]=3[Cl:43])=[O:33])=[CH:11]2)[CH2:9][CH2:8]1

Participants

4

Reactant 2

HCID 637659IsocyanatocyclopropaneHCID 668599621-Cyclopropyl-N-(2,4-dichlorobenzyl)-7-[(3RS,5SR)-3,5-dimethylpiperazin-1-yl]-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxamide

Product 1

HCID 66861132HCID 66861132, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

30 μl (24.3 mg, 0.29 mmol) of cyclopropylisocyanate are dissolved in dichloromethan, 80.0 mg (0.146 mmol) of the compound of Example 12 are added and the mixture is stirred over night at room temperature. For the work-up the solvent is removed completely and after fine purification by preparative RP-HPLC (Method 6) 55 mg of the target compound are obtained.

Workup

  1. customFor the work-up the solvent is removed completely
  2. customafter fine purification by preparative RP-HPLC (Method 6) 55 mg of the target compound
  3. customare obtained

Sources & evidence

ORD record
ord-d9c6184ee2354d53a2328dc7ba903420
Source dataset
uspto-grants-2011_01
Patent number
US07867992B2

Reaction notes

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