2-Bromopyridine → (2-Nitro-4-pyridin-2-ylethynyl-phenyl)-carbamic acid tert.-butyl ester

HRID 1061944Notes

Reaction equation

[C:1]([O:5][C:6](=[O:19])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]#[CH:15])=[CH:10][C:9]=1[N+:16]([O-:18])=[O:17])([CH3:4])([CH3:3])[CH3:2].Br[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=1>>[C:1]([O:5][C:6](=[O:19])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]#[C:15][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=2)=[CH:10][C:9]=1[N+:16]([O-:18])=[O:17])([CH3:4])([CH3:2])[CH3:3]

Participants

Reactant 2

HCID 79732-Bromopyridine

HCID 23554338tert-Butyl (4-ethynyl-2-nitrophenyl)carbamate

Product 1

HCID 69592858(2-Nitro-4-pyridin-2-ylethynyl-phenyl)-carbamic acid tert.-butyl esterYield 86.3%

Procedure

Prepared from (4-ethynyl-2-nitro-phenyl)-carbamic acid tert.-butyl ester (Example F2) (262 mg, 1.0 mmol) and 2-bromopyridine (0.15 mL, 1.6 mmol) according to the general procedure F. Obtained as a yellow solid (293 mg).

Sources & evidence

ORD record: ord-22742e53f7ea451f91968d0fcf8f0260
Source dataset: uspto-grants-2005_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06960578B2

Reaction notes

Loading…