3-Iodotoluene → (3'-Methyl-3-nitro-biphenyl-4-yl)-carbamic acid tert.-butyl ester

HRID 1635154Notes

Reaction equation

HRID 1635154 reaction equation
[C:1]([O:5][C:6](=[O:18])[NH:7][C:8]1[CH:13]=[CH:12][C:11](I)=[CH:10][C:9]=1[N+:15]([O-:17])=[O:16])([CH3:4])([CH3:3])[CH3:2].B1(B2OC(C)(C)C(C)(C)O2)OC(C)(C)C(C)(C)O1.I[C:38]1[CH:39]=[C:40]([CH3:44])[CH:41]=[CH:42][CH:43]=1>>[C:1]([O:5][C:6](=[O:18])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:38]2[CH:43]=[CH:42][CH:41]=[C:40]([CH3:44])[CH:39]=2)=[CH:10][C:9]=1[N+:15]([O-:17])=[O:16])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 122683-IodotolueneHCID 2733548Bis(pinacolato)diboraneHCID 23554339Tert-butyl (4-iodo-2-nitrophenyl)carbamate

Product 1

HCID 69592827(3'-Methyl-3-nitro-biphenyl-4-yl)-carbamic acid tert.-butyl ester

Procedure

Prepared from (4-iodo-2-nitro-phenyl)-carbamic acid tert.-butyl ester (Example A1), bis(pinacolato)diboron and 3-iodotoluene according to the general procedure C. Obtained as a yellow solid (524 mg).

Sources & evidence

ORD record
ord-3383a4da948d450d8b215bb80c49bd09
Source dataset
uspto-grants-2003_01
Patent number
US06509328B1

Reaction notes

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