3-Fluorobenzylamine → tert-Butyl 4-{[(3-fluorophenyl)methyl]amino}piperidine-1-carboxylate

HRID 1726160Notes

Reaction equation

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

Participants

Reactant 2

HCID 668533-Fluorobenzylamine

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

Product 1

HCID 42880208tert-Butyl 4-{[(3-fluorophenyl)methyl]amino}piperidine-1-carboxylateYield 91.4%

Procedure

Using general procedure A, 3-fluorobenzylamine (0.25 mL, 2.2 mmol) and 1-Boc-4-piperidone (482 mg, 2.4 mmol) afforded 4-(3-fluoro-benzylamino)-piperidine-1-carboxylic acid tert-butyl ester as a colourless oil (620 mg, 91%).

Sources & evidence

ORD record: ord-edef54713d854e59a39593083e51c8ac
Source dataset: uspto-grants-2009_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07491735B2

Reaction notes

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