Chlorosuccinimide → HCID 86634335, compound

HRID 425969Notes

Reaction equation

HRID 425969 reaction equation
[Cl:1]N1C(=O)CCC1=O.[Cl:9][C:10]1[CH:11]=[CH:12][C:13]([C:31]#[N:32])=[C:14]([NH:16][C@@H:17]2[CH2:22][CH2:21][CH2:20][CH2:19][C@H:18]2[NH:23][C:24](=[O:30])[O:25][C:26]([CH3:29])([CH3:28])[CH3:27])[CH:15]=1>CN(C=O)C>[Cl:1][C:11]1[C:10]([Cl:9])=[CH:15][C:14]([NH:16][C@@H:17]2[CH2:22][CH2:21][CH2:20][CH2:19][C@H:18]2[NH:23][C:24](=[O:30])[O:25][C:26]([CH3:27])([CH3:28])[CH3:29])=[C:13]([C:31]#[N:32])[CH:12]=1

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 86634336HCID 86634336, compound

Product 1

HCID 86634335HCID 86634335, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

1-Chloro-2,5-pyrrolidinedione (NCS) was added at room temperature to a DMF solution of tert-butyl {(1R,2R)-2-[(5-chloro-2-cyanophenyl)amino]cyclohexyl}carbamate, followed by stirring at 80° C. for 5 hours. By post-treating the reaction liquid, tert-butyl {(1R,2R)-2-[(4,5-dichloro-2-cyanophenyl)amino]cyclohexyl}carbamate was obtained.

Workup

  1. additionBy post-treating
  2. customthe reaction liquid

Sources & evidence

ORD record
ord-dcdb03ee43b24c71b616b72b073fdb51
Source dataset
uspto-grants-2012_01
Patent number
US08106190B2

Reaction notes

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