Picolyl chloride hydrochloride → 7-(2-tert-butoxypyridin-4-yl)-4-(pyridin-2-ylmethyl)-3,4-dihydrobenzo[f][1,4]oxazepin-5(2H)-one

HRID 2044113Notes

Reaction equation

HRID 2044113 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]2[O:11][CH2:10][CH2:9][NH:8][C:7](=[O:12])[C:6]=2[CH:13]=1.[C:14]([O:18][C:19]1[CH:24]=[C:23](B2OC(C)(C)C(C)(C)O2)[CH:22]=[CH:21][N:20]=1)([CH3:17])([CH3:16])[CH3:15].Cl.Cl[CH2:36][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][N:38]=1>>[C:14]([O:18][C:19]1[CH:24]=[C:23]([C:2]2[CH:3]=[CH:4][C:5]3[O:11][CH2:10][CH2:9][N:8]([CH2:36][C:37]4[CH:42]=[CH:41][CH:40]=[CH:39][N:38]=4)[C:7](=[O:12])[C:6]=3[CH:13]=2)[CH:22]=[CH:21][N:20]=1)([CH3:15])([CH3:16])[CH3:17]

Participants

4

Reactant 3

HCID 23392Picolyl chloride hydrochlorideHCID 457859932-(tert-Butoxy)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridineHCID 601249727-Bromo-2,3,4,5-tetrahydro-1,4-benzoxazepin-5-one

Product 1

HCID 711837217-(2-tert-butoxypyridin-4-yl)-4-(pyridin-2-ylmethyl)-3,4-dihydrobenzo[f][1,4]oxazepin-5(2H)-one

Procedure

Compound VI-4 was prepared according to Example 36 using 7-bromo-3,4-dihydrobenzo[f][1,4]oxazepin-5(2H)-one, 2-tert-butoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine and 2-(chloromethyl)pyridine hydrochloride.

Workup

  1. customCompound VI-4 was prepared

Sources & evidence

ORD record
ord-7fe0b41d3a5b4bba90a044089ae38ab6
Source dataset
uspto-grants-2013_11
Patent number
US08586732B2

Reaction notes

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