4-Bromo-1-methylpyridin-2(1H)-one → HCID 70497275, compound

HRID 1615166Notes

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

Participants

Reactant 2

HCID 221323964-Bromo-1-methylpyridin-2(1H)-one

HCID 67995922HCID 67995922, compound

Product 1

HCID 70497275HCID 70497275, compoundYield 71%

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 4-bromo-1-methyl-1H-pyridin-2-one following a procedure analogous to that described in Example 7. Yield: 71% of theory; LC (method 3): tR=3.40 min; Mass spectrum (ESI+): m/z=481 [M+H]+.

Sources & evidence

ORD record: ord-2b5dcbd6486b4d16bf35b25cbaf6d0eb
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08765744B2

Reaction notes

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