5-bromo-N,N-dimethylpicolinamide → HCID 67996124, compound

HRID 1615167Notes

Reaction equation

HRID 1615167 reaction equation
[CH3:1][C:2]1([CH3:36])[CH2:35][O:34][C:5]2([CH2:33][CH2:32][C:8]3([O:13][C:12](=[O:14])[N:11]([C@H:15]([C:17]4[CH:22]=[CH:21][C:20](B5OC(C)(C)C(C)(C)O5)=[CH:19][CH:18]=4)[CH3:16])[CH2:10][CH2:9]3)[CH2:7][CH2:6]2)[O:4][CH2:3]1.[CH3:37][N:38]([CH3:48])[C:39]([C:41]1[CH:46]=[CH:45][C:44](Br)=[CH:43][N:42]=1)=[O:40]>>[CH3:37][N:38]([CH3:48])[C:39]([C:41]1[CH:46]=[CH:45][C:44]([C:20]2[CH:21]=[CH:22][C:17]([C@@H:15]([N:11]3[CH2:10][CH2:9][C:8]4([CH2:7][CH2:6][C:5]5([O:34][CH2:35][C:2]([CH3:36])([CH3:1])[CH2:3][O:4]5)[CH2:33][CH2:32]4)[O:13][C:12]3=[O:14])[CH3:16])=[CH:18][CH:19]=2)=[CH:43][N:42]=1)=[O:40]

Participants

3

Reactant 2

HCID 228316185-bromo-N,N-dimethylpicolinamideHCID 67995922HCID 67995922, compound

Product 1

HCID 67996124HCID 67996124, compoundYield 76%

Procedure

The title compound is prepared from 12,12-dimethyl-3-{(S)-1-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-ethyl}-1,10,14-trioxa-3-aza-dispiro[5.2.5.2]hexadecan-2-one and 5-bromo-pyridine-2-carboxylic acid dimethylamide following a procedure analogous to that described in Example 7. Yield: 76% of theory; LC (method 3): tR=3.48 min; Mass spectrum (ESI+): m/z=522 [M+H]+.

Sources & evidence

ORD record
ord-fe9ed88ba3b544d89941c7dd76f86fcc
Source dataset
uspto-grants-2014_07
Patent number
US08765744B2

Reaction notes

Loading…