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4-methoxy-N-methylbenzamide → HCID 178485476, compound

HRID 1491058
Notes
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Reaction equation

HRID 1491058 reaction equation
CNC(=O)c1ccc(OC)cc1>C1=CCCC=CCC1.C1=CCCC=CCC1.C1CCOC1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.C[OH2+].C[OH2+].[Ir].[Ir].c1ccc(-c2ccccn2)nc1>CNC(=O)c1ccc(OC)cc1B1OC(C)(C)C(C)(C)O1
ParticipantsConditionsProcedureSources & evidenceReaction notes

Participants

6

Reactant 1

HCID 3460314-methoxy-N-methylbenzamide

Product 1

HCID 178485476HCID 178485476, compoundYield 64%

Reagents, catalysts & solvents 4

HCID 14742,2'-BipyridineReagentHCID 2733548Bis(pinacolato)diboraneReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

Isolated by chromatography using deactivated silica gel and ethyl acetate and petroleum ether (10:1 to 1:1) as the eluent.

Sources & evidence

ORD record
ord-123d454a82fe414292780c8b4704f2fa
Source dataset
Borylation dataset from Roche
DOI
10.1002/anie.201907366

Reaction notes

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On this pageParticipantsConditionsProcedureSources & evidenceReaction notes