2-Iodotoluene → (2'-Methyl-3-nitro-biphenyl-4-yl)-carbamic acid tert.-butyl ester

HRID 859278Notes

Reaction equation

HRID 859278 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:43]=[CH:42][CH:41]=[CH:40][C:39]=1[CH3:44]>>[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]=[CH:40][C:39]=2[CH3:44])=[CH:10][C:9]=1[N+:15]([O-:17])=[O:16])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 51282-IodotolueneHCID 2733548Bis(pinacolato)diboraneHCID 23554339Tert-butyl (4-iodo-2-nitrophenyl)carbamate

Product 1

HCID 67290097(2'-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 2-iodotoluene according to the general procedure C. Obtained as a yellow oil (755 mg).

Sources & evidence

ORD record
ord-b8e0eb0894f743e2b259223d9e9075bf
Source dataset
uspto-grants-2006_12
Patent number
US07151098B2

Reaction notes

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