Ethyl 5-bromopicolinate → 5-(3,3-Dimethyl-3,4-dihydro-2H-benzo[b][1,4]dioxepin-7-ylethynyl)-pyridine-2-carboxylic acid ethyl ester

HRID 2373453Notes

Reaction equation

HRID 2373453 reaction equation
[C:1]([C:3]1[CH:15]=[CH:14][C:6]2[O:7][CH2:8][C:9]([CH3:13])([CH3:12])[CH2:10][O:11][C:5]=2[CH:4]=1)#[CH:2].[CH2:16]([O:18][C:19]([C:21]1[CH:26]=[CH:25][C:24](Br)=[CH:23][N:22]=1)=[O:20])[CH3:17]>>[CH2:16]([O:18][C:19]([C:21]1[CH:26]=[CH:25][C:24]([C:2]#[C:1][C:3]2[CH:15]=[CH:14][C:6]3[O:7][CH2:8][C:9]([CH3:12])([CH3:13])[CH2:10][O:11][C:5]=3[CH:4]=2)=[CH:23][N:22]=1)=[O:20])[CH3:17]

Participants

3

Reactant 2

HCID 12686158Ethyl 5-bromopicolinateHCID 598526957-Ethynyl-3,3-dimethyl-3,4-dihydro-2H-benzo[b][1,4]dioxepine

Product 1

HCID 114509845-(3,3-Dimethyl-3,4-dihydro-2H-benzo[b][1,4]dioxepin-7-ylethynyl)-pyridine-2-carboxylic acid ethyl ester

Procedure

The title compound is prepared in analogy to example 1 from 7-ethynyl-3,3-dimethyl-3,4-dihydro-2H-benzo[b][1,4]dioxepine (6) (example 1d) and 5-bromo-pyridine-2-carboxylic acid ethyl ester (22) as a gum. MS (ESI) 351.1 (M•)+.

Sources & evidence

ORD record
ord-6a306820180845aea796a60af8786046
Source dataset
uspto-grants-2008_12
Patent number
US07459480B2

Reaction notes

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