2-Benzyloxy-5-trimethylstannyl-pyridine → [4-(6-Benzyloxy-pyridin-3-yl)-2-nitro-phenyl]-carbamic acid tert.-butyl ester

HRID 1061936Notes

Reaction equation

HRID 1061936 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].[C:19]1([CH2:25][O:26][C:27]2[CH:32]=[CH:31][C:30]([Sn](C)(C)C)=[CH:29][N:28]=2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>>[C:1]([O:5][C:6](=[O:18])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:30]2[CH:29]=[N:28][C:27]([O:26][CH2:25][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[CH:32][CH:31]=2)=[CH:10][C:9]=1[N+:15]([O-:17])=[O:16])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 222247412-Benzyloxy-5-trimethylstannyl-pyridineHCID 23554339Tert-butyl (4-iodo-2-nitrophenyl)carbamate

Product 1

HCID 69592778[4-(6-Benzyloxy-pyridin-3-yl)-2-nitro-phenyl]-carbamic acid tert.-butyl esterYield 103.9%

Procedure

Prepared from (4-iodo-2-nitro-phenyl)-carbamic acid tert.-butyl ester (Example A1) (728 mg, 2.0 mmol) and 2-(phenylmethoxy)-5-(trimethylstannyl)-pyridine (766 mg, 2.2 mmol) [CAS-No. [188881-22-3], WO 9709311] according to the general procedure E. Obtained as a yellow solid (876 mg).

Sources & evidence

ORD record
ord-60d56d550c2d4a208c16412e67abe786
Source dataset
uspto-grants-2005_11
Patent number
US06960578B2

Reaction notes

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