2-Chlorophenothiazine → 8-chloro-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-10H-phenothiazine

HRID 1490411Notes

Reaction equation

HRID 1490411 reaction equation
Clc1ccc2c(c1)Nc1ccccc1S2>C1=CCCC=CCC1.C1=CCCC=CCC1.C1CCOC1.CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.CC1(C)OBOC1(C)C.C[OH2+].C[OH2+].[Ir].[Ir]>CC1(C)OB(c2cccc3c2Nc2cc(Cl)ccc2S3)OC1(C)C

Participants

7

Reactant 1

HCID 70882-Chlorophenothiazine

Product 1

HCID 1784310308-chloro-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-10H-phenothiazineYield 87%

Reagents, catalysts & solvents 5

HCID 2733548Bis(pinacolato)diboraneReagentHCID 27347684,4,5,5-Tetramethyl[1,3,2]dioxaborolaneReagentHCID 42491874,4'-Di-tert-butyl-2,2'-bipyridylReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
80 °C

Sources & evidence

ORD record
ord-75d321ca714e4b778ccea885aa3adb37
Source dataset
Borylation dataset from Roche

Reaction notes

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