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Benzyl Bromide → 4-[Benzyl-(4-methoxyphenyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester

HRID 1726152
Notes
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Reaction equation

HRID 1726152 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:23](Br)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]([CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 7498Benzyl BromideHCID 2776119tert-butyl 4-(4-methoxyanilino)tetrahydro-1(2H)-pyridinecarboxylate

Product 1

HCID 689700134-[Benzyl-(4-methoxyphenyl)-amino]-piperidine-1-carboxylic acid tert-butyl esterYield 87%

Procedure

Using general procedure H, 4-(4-methoxyphenylamino)-piperidine-1-carboxylic acid tert-butyl ester (see EXAMPLE 77) (612 mg, 2.00 mmol) and benzyl bromide (410 mg, 2.40 mmol) gave 4-[benzyl-(4-methoxyphenyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester as a colorless oil (688 mg, 87%).

Sources & evidence

ORD record
ord-af423854dc9240ffb76f22a9bf7f8ad4
Source dataset
uspto-grants-2009_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07491735B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes