Methylamine → HCID 22458233, compound

HRID 2185547Notes

Reaction equation

HRID 2185547 reaction equation
[CH3:1][NH:2][CH:3]1[CH2:8][CH2:7][N:6](C(OC(C)(C)C)=O)[CH2:5][CH2:4]1.CN.[N+:18]([C:21]1[CH:30]=[CH:29][C:24]([CH2:25][N:26]=[C:27]=[O:28])=[CH:23][CH:22]=1)([O-:20])=[O:19].[C:31]([OH:37])([C:33]([F:36])([F:35])[F:34])=[O:32]>C(Cl)Cl>[F:34][C:33]([F:36])([F:35])[C:31]([OH:37])=[O:32].[N+:18]([C:21]1[CH:22]=[CH:23][C:24]([CH2:25][NH:26][C:27]([N:2]([CH:3]2[CH2:4][CH2:5][NH:6][CH2:7][CH2:8]2)[CH3:1])=[O:28])=[CH:29][CH:30]=1)([O-:20])=[O:19]

Participants

6

Reactant 4

HCID 6329MethylamineHCID 6422Trifluoroacetic acidHCID 1114804863289-53-2HCID 15380702tert-Butyl 4-(methylamino)piperidine-1-carboxylate

Product 1

HCID 22458233HCID 22458233, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared by the reaction of 4-(N-methylamino)-1-tert-butoxycarbonylpiperidine (prepared by the method described in Example 1, Step A, using methylamine in place of ethylamine) with (4-nitrobenzyl)isocyanate (prepared from phosgene and (4-nitrobenzyl)amine), followed by treatment of the product with 50% TFA in CH2Cl2 to remove the tert-butoxycarbonyl group, affording the title compound. ESI-MS: 293.1 (M+H).

Workup

  1. customprepared by the method
  2. customto remove the tert-butoxycarbonyl group

Sources & evidence

ORD record
ord-eaef95b8238b4bea82c4c1f152cee190
Source dataset
uspto-grants-2002_06
Patent number
US06399619B1

Reaction notes

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