4'-(Bromomethyl)-2-cyanobiphenyl → Methyl 2-[N-(tert-Butoxycarbonyl)-N-[(2'-cyanobiphenyl-4-yl)methyl]amino]-3-nitrobenzoate

HRID 567404Notes

Reaction equation

HRID 567404 reaction equation
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=2[C:11]#[N:12])=[CH:5][CH:4]=1.BrCC1(CBr)C=CC(C2C=CC=CC=2C#N)=CC1.[C:35]([O:39][C:40]([NH:42][C:43]1[C:52]([N+:53]([O-:55])=[O:54])=[CH:51][CH:50]=[CH:49][C:44]=1[C:45]([O:47][CH3:48])=[O:46])=[O:41])([CH3:38])([CH3:37])[CH3:36]>>[C:35]([O:39][C:40]([N:42]([C:43]1[C:52]([N+:53]([O-:55])=[O:54])=[CH:51][CH:50]=[CH:49][C:44]=1[C:45]([O:47][CH3:48])=[O:46])[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=2[C:11]#[N:12])=[CH:5][CH:4]=1)=[O:41])([CH3:38])([CH3:36])[CH3:37]

Participants

4

Reactant 3

HCID 15019124'-(Bromomethyl)-2-cyanobiphenylHCID 9965968Methyl 2-((tert-butoxycarbonyl)amino)-3-nitrobenzoateHCID 865948322-(4,4-Dibromomethylphenyl)benzonitrile

Product 1

HCID 10874596Methyl 2-[N-(tert-Butoxycarbonyl)-N-[(2'-cyanobiphenyl-4-yl)methyl]amino]-3-nitrobenzoate

Procedure

A method according to claim 1, wherein said reaction is carried out between (1) a mixture containing 2-(4-bromomethylphenyl)benzonitrile and 2-(4,4-dibromomethylphenyl)benzonitrile and (2) methyl 2-tert-butoxycarbonylamino-3-nitrobenzoate to give methyl 2-[N-t-butoxycarbonyl-N-[(2′-cyano-biphenyl-4-yl)methyl]amino]-3-nitrobenzoate.

Workup

  1. customreaction

Sources & evidence

ORD record
ord-5cb46d7d21114f58a6ec3b0cdfbf55e5
Source dataset
uspto-grants-2001_01
Patent number
US06177587B1

Reaction notes

Loading…