5-Methoxycarbonyl-2-methylphenylboronic acid pinacol ester → HCID 178424680, compound

HRID 1488017Notes

Reaction equation

HRID 1488017 reaction equation
CC1NC(C2C=C(C=CC=2C)C(O)=O)=C(C)N=1.I[C:19]1[NH:23][C:22]([CH:24]([CH3:26])[CH3:25])=[N:21][C:20]=1[CH3:27].IC1NC(C)=NC=1C.[CH3:36][C:37]1[CH:46]=[C:45]([CH3:47])[C:44](B2OC(C)(C)C(C)(C)O2)=[CH:43][C:38]=1[C:39]([O:41]C)=[O:40].CC1C=CC(C(OC)=O)=CC=1B1OC(C)(C)C(C)(C)O1>>[CH:24]([C:22]1[NH:23][C:19]([C:44]2[C:45]([CH3:47])=[CH:46][C:37]([CH3:36])=[C:38]([CH:43]=2)[C:39]([OH:41])=[O:40])=[C:20]([CH3:27])[N:21]=1)([CH3:26])[CH3:25]

Participants

6

Reactant 5

HCID 532171365-Methoxycarbonyl-2-methylphenylboronic acid pinacol esterHCID 59224686Methyl 2,4-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate2×HCID 178432711HCID 178432711, compoundHCID 178432758HCID 178432758, compound2×HCID 178432771HCID 178432771, compound

Product 1

HCID 178424680HCID 178424680, compound

Procedure

The title compound was prepared using standard chemical manipulations and procedures similar to those used for the preparation of compound 5.7, except 5-iodo-2-isopropyl-4-methyl-1H-imidazole (compound 159.2) was used in place of 5-iodo-2,4-dimethyl-1H-imidazole (compound 5.5) and methyl 2,4-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (compound 160.1) was used in place of methyl 4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (compound 5.4).

Sources & evidence

ORD record
ord-a27f761b21b7434aa0024e1a78fe3a42
Source dataset
uspto-grants-2016_08
Patent number
US09428502B2

Reaction notes

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