Benzyl Bromide → HCID 68973625, compound

HRID 1726166Notes

Reaction equation

C(OC([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]([O:23][CH3:24])=[O:22])=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[CH2:25](Br)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>>[CH3:24][O:23][C:21](=[O:22])[C:18]1[CH:17]=[CH:16][C:15]([N:14]([CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)=[CH:20][CH:19]=1

Participants

Reactant 2

HCID 7498Benzyl Bromide

HCID 56777230HCID 56777230, compound

Product 1

HCID 68973625HCID 68973625, compound

Procedure

Using general procedure H with 4-(4-methoxycarbonyl-phenylamino)-piperidine-1-carboxylic acid tert-butyl ester (see EXAMPLE 85) (1.0 g) and benzylbromide (0.54 mL, 4.50 mmol) and then using general procedure C afforded 4-(benzyl-piperidin-4-yl-amino)-benzoic acid methyl ester as a white solid (620 mg, 63% over 2 steps).

Sources & evidence

ORD record: ord-8d0d2de94ca14a5fa770dc9cd47d4ba2
Source dataset: uspto-grants-2009_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07491735B2

Reaction notes

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