5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine → HCID 24760509, compound

HRID 1928275Notes

Reaction equation

HRID 1928275 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:14]=[C:13]([CH3:15])[N:12]=[C:11]([N:16]3[CH:20]=[C:19](I)[N:18]=[CH:17]3)[CH:10]=2)[CH:5]=[CH:6][C:7]=1[Cl:8].[NH2:22][C:23]1[CH:28]=[CH:27][C:26](B2OC(C)(C)C(C)(C)O2)=[CH:25][N:24]=1>>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:14]=[C:13]([CH3:15])[N:12]=[C:11]([N:16]3[CH:20]=[C:19]([C:26]4[CH:27]=[CH:28][C:23]([NH2:22])=[N:24][CH:25]=4)[N:18]=[CH:17]3)[CH:10]=2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

3

Reactant 2

HCID 27565555-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amineHCID 57468798HCID 57468798, compound

Product 1

HCID 24760509HCID 24760509, compound

Procedure

The title compound was prepared from 4-(3,4-dichloro-phenyl)-2-(4-iodo-imidazol-1-yl)-6-methyl-pyridine (example E.84) (0.20 g, 0.47 mmol) and commercially available 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (0.113 g, 0.51 mmol) according to the general procedure VI. Obtained as an off-white solid (0.035 g, 17%). MS (ISP) 396.0 [(M+H)+], 398.1 [(M+2+H)+] and 400 [(M+4+H)+]; mp 245° C.

Sources & evidence

ORD record
ord-2a7f5387f46343d29a9dff828813c091
Source dataset
uspto-grants-2012_05
Patent number
US08183262B2

Reaction notes

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