4-Bromopyridine-2-carbaldehyde → HCID 69083701, compound

HRID 2362340Notes

Reaction equation

HRID 2362340 reaction equation
Br[C:2]1[N:7]=[C:6]([C@@H:8]2[C@@H:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[O:11][C:10](=[O:19])[NH:9]2)[CH:5]=[CH:4][CH:3]=1.[Br:20]C1C=CN=C(C=O)C=1>>[Br:20][C:4]1[CH:3]=[CH:2][N:7]=[C:6]([C@@H:8]2[C@@H:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[O:11][C:10](=[O:19])[NH:9]2)[CH:5]=1

Participants

3

Reactant 2

HCID 147614724-Bromopyridine-2-carbaldehydeHCID 86673410HCID 86673410, compound

Product 1

HCID 69083701HCID 69083701, compound

Procedure

Prepared according to the same procedure as (±)-(4R,5R)-4-(6-bromopyridin-2-yl)-5-phenyloxazolidin-2-one, starting with 4-bromopicolinaldehyde. 1H-NMR (CDCl3, 500 MHz) δ 8.49 (d, J=5.5, 1H), 7.63 (d, J=1.8, 1H), 7.50 (dd, J=5.2, 1.8, 1H), 7.36-7.48 (m, 5H), 6.77 (bs, 1H), 5.60 (d, J=5.5, 1H), 4.93 (d, J=5.5, 1H). 13C-NMR (CDCl3, 126 MHz) δ 160.2, 159.1, 151.0, 138.3, 134.3, 129.12, 129.09, 127.0, 125.7, 124.3, 83.7, 64.6. Mass spec.: 319.1 (MH)+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-239dab43b5604ce6b6a39d61452b75c8
Source dataset
uspto-grants-2014_04
Patent number
US08691821B2

Reaction notes

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