4-Aminobenzonitrile → 1-Boc-4-[(4-cyanophenyl)amino]-piperidine

HRID 1726173Notes

Reaction equation

HRID 1726173 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.[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:1][C:2]2[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=2)[CH2:19][CH2:18]1)=[O:11])([CH3:16])([CH3:14])[CH3:15]

Participants

3

Reactant 2

HCID 133964-AminobenzonitrileHCID 735900tert-Butyl 4-oxopiperidine-1-carboxylate

Product 1

HCID 185392071-Boc-4-[(4-cyanophenyl)amino]-piperidineYield 52%

Procedure

Using general procedure A, 4-aminobenzonitrile (1.19 g, 10.1 mmol) and 1-Boc-4-piperidone (2.05 g, 10.3 mmol) gave 4-(4-cyano-phenylamino)-piperidine-1-carboxylic acid tert-butyl ester as a white solid (1.58 g, 52%).

Sources & evidence

ORD record
ord-21d6ef92f42c496ba38ef21c51d55fb8
Source dataset
uspto-grants-2009_02
Patent number
US07491735B2

Reaction notes

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