o-Iodoanisole → Carbamic acid, (2′-methoxy-3-nitro[1,1′-biphenyl]-4-yl)-, 1,1-dimethylethyl ester

HRID 1635150Notes

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[O:44][CH3:45]>>[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[O:44][CH3:45])=[CH:10][C:9]=1[N+:15]([O-:17])=[O:16])([CH3:4])([CH3:3])[CH3:2]

Participants

Reactant 3

HCID 68257o-Iodoanisole

HCID 2733548Bis(pinacolato)diborane

HCID 23554339Tert-butyl (4-iodo-2-nitrophenyl)carbamate

Product 1

HCID 69592784Carbamic acid, (2′-methoxy-3-nitro[1,1′-biphenyl]-4-yl)-, 1,1-dimethylethyl ester

Procedure

Prepared from (4-iodo-2-nitro-phenyl)-carbamic acid tert.-butyl ester (Example A1), bis(pinacolato)diboron and 2-iodoanisole according to the general procedure C. Obtained as a yellow solid (735 mg).

Sources & evidence

ORD record: ord-d7cfb9f832bf4ef6a619508e0b066e2f
Source dataset: uspto-grants-2003_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06509328B1

Reaction notes

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