4'-Nitro[1,1'-biphenyl]-3-carbaldehyde → HCID 58531384, compound

HRID 1889700Notes

Reaction equation

HRID 1889700 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([CH:16]=O)[CH:11]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2].ClC1C=CC(C2C=CC=C(C[NH:32][CH2:33][C:34]3[CH:39]=[CH:38][C:37]([F:40])=[CH:36][CH:35]=3)C=2)=CC=1>>[F:40][C:37]1[CH:38]=[CH:39][C:34]([CH2:33][NH:32][CH2:16][C:12]2[CH:11]=[C:10]([C:7]3[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=3)[CH:15]=[CH:14][CH:13]=2)=[CH:35][CH:36]=1

Participants

3

Reactant 2

HCID 461934594'-Nitro[1,1'-biphenyl]-3-carbaldehydeHCID 58531372HCID 58531372, compound2×

Product 1

HCID 58531384HCID 58531384, compoundYield 71%

Procedure

4′-Nitrobiphenyl-3-carbaldehyde (0.73 g, 3.2 mmol) was converted to the desired compound (0.82 g, 71%) in a manner similar to the preparation of 1-(4′-chlorobiphenyl-3-yl)-N-(4-fluorobenzyl)methanamine (Compound A of Example 207). 1H NMR (CDCl3) δ 8.34-8.30 (m, 2H), 7.80-7.74 (m, 2H), 7.64 (bs, 1H), 7.58-7.42 (m, 3H), 7.38-7.30 (m, 2H), 7.09-7.00 (m, 2H), 3.91 (s, 2H), 3.84 (s, 2H). MS (ESI): 337.4 (M+H)+.

Sources & evidence

ORD record
ord-517391e2f7c44bbfab7fac0cc557bbc4
Source dataset
uspto-grants-2013_08
Patent number
US08501992B2

Reaction notes

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