HCID 69083834, compound → HCID 87687321, compound

HRID 2362397Notes

Reaction equation

HRID 2362397 reaction equation
BrC1C=C([C@@H]2[C@@H](C3C=C(F)C=CC=3F)[O:11][C:10](=O)N2)C=NC=1.Cl.Cl.[NH2:24][C@H:25]([C:35]1[CH:40]=[C:39]([Cl:41])[N:38]=[CH:37][N:36]=1)[C@@H:26]([C:28]1[CH:33]=[CH:32][CH:31]=[C:30]([F:34])[CH:29]=1)[OH:27]>>[Cl:41][C:39]1[N:38]=[CH:37][N:36]=[C:35]([C@@H:25]2[C@@H:26]([C:28]3[CH:33]=[CH:32][CH:31]=[C:30]([F:34])[CH:29]=3)[O:27][C:10](=[O:11])[NH:24]2)[CH:40]=1

Participants

3

Reactant 2

HCID 69083834HCID 69083834, compoundHCID 89123991HCID 89123991, compound

Product 1

HCID 87687321HCID 87687321, compound

Procedure

Prepared according to the same procedure as (4R,5R)-4-(5-bromopyridin-3-yl)-5-(2,5-difluorophenyl)oxazolidin-2-one, starting with (1R,2R)-2-amino-2-(6-chloropyrimidin-4-yl)-1-(3-fluorophenyl)ethanol 2HCl. 1H NMR (500 MHz, DMSO-d6) δ 9.13 (s, 1H), 8.55 (s, 1H), 7.86 (s, 1H), 7.52 (td, J=7.9, 6.1 Hz, 1H), 7.42-7.17 (m, 3H), 5.62 (d, J=4.9 Hz, 1H), 4.93 (d, J=5.2 Hz, 1H), Mass spec.: 294.1 (MH)+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-2c00722fb4ad41c9b68f5f8cc6cd8a6c
Source dataset
uspto-grants-2014_04
Patent number
US08691821B2

Reaction notes

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