4-(Bromomethyl)benzonitrile → HCID 86757399, compound

HRID 1596459Notes

Reaction equation

[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH2:7]Br)=[CH:5][CH:4]=1)#[N:2].[NH2:11][CH2:12][CH2:13][N:14]1[CH2:21][CH:20]2[CH2:22][CH:16]([CH2:17][N:18]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH2:19]2)[CH2:15]1>CC#N>[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH2:7][NH:11][CH2:12][CH2:13][N:14]2[CH2:15][CH:16]3[CH2:22][CH:20]([CH2:19][N:18]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH2:17]3)[CH2:21]2)=[CH:5][CH:4]=1)#[N:2]

Participants

Conditions

Temperature: 40 °C

Procedure

p-Cyanobenzylbromide (0.765 g; 3.9 mmol) was added to a stirred solution of tert-butyl 7-[2-aminoethyl]-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate (1.04 g; 3.9 mmol; from step (a) above) in MeCN (15 mL) and the reaction mixture was stirred at 40° C. for 32 h. The solvent was evaporated and the residue subjected to column chromatography (EtOAc) to give the title compound in a 74% yield.

Workup

customThe solvent was evaporated

Sources & evidence

ORD record: ord-2ae26cdc31e8409780c22fdb86d06a59
Source dataset: uspto-grants-2001_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06291475B1

Reaction notes

Loading…