4-Fluorobenzylamine → tert-Butyl 4-((4-fluorobenzyl)amino)piperidine-1-carboxylate

HRID 1459719Notes

Reaction equation

HRID 1459719 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][NH2:7])=[CH:4][CH:3]=1.[C:10]([O:14][C:15]([N:17]1[CH2:22][CH2:21][C:20](=O)[CH2:19][CH2:18]1)=[O:16])([CH3:13])([CH3:12])[CH3:11]>>[C:10]([O:14][C:15]([N:17]1[CH2:22][CH2:21][CH:20]([NH:7][CH2:6][C:5]2[CH:8]=[CH:9][C:2]([F:1])=[CH:3][CH:4]=2)[CH2:19][CH2:18]1)=[O:16])([CH3:13])([CH3:11])[CH3:12]

Participants

3

Reactant 2

HCID 673264-FluorobenzylamineHCID 735900tert-Butyl 4-oxopiperidine-1-carboxylate

Product 1

HCID 15380709tert-Butyl 4-((4-fluorobenzyl)amino)piperidine-1-carboxylate

Procedure

4-Fluorobenzylamine (2.5 g) and N-tert-butoxycarbonyl-4-piperidone (4 g) were reacted as described in Example 98 (step 2), to give the title product as a yellow oil which crystallised (6.2 g). δH (250 MHz, CDCl3) 1.22-1.37 (2H, m), 1.43 (9H, s), 1.82-1.94 (2H, m), 2.60-2.72 (1H, m), 2.74-2.84 (2H, m), 3.80 (2H, s), 3.94-4.10 (2H, m), 6.97 (2H, m), 7.26-7.31 (2H, m).

Sources & evidence

ORD record
ord-902ce0640b7849aab837c8ce451a8f98
Source dataset
uspto-grants-1998_12
Patent number
US05854268

Reaction notes

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