HCID 69083834, compound → HCID 87765565, compound

HRID 2362396Notes

Reaction equation

HRID 2362396 reaction equation
Br[C:2]1[CH:3]=[C:4]([C@@H:8]2[C@@H:12]([C:13]3[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:14]=3[F:20])[O:11][C:10](=[O:21])[NH:9]2)C=NC=1.Cl.Cl.N[C@H](C1C=C[N:39]=[C:38]([Cl:42])[N:37]=1)[C@@H](C1C=C(F)C=CC=1F)O>>[Cl:42][C:38]1[N:39]=[C:4]([C@@H:8]2[C@@H:12]([C:13]3[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:14]=3[F:20])[O:11][C:10](=[O:21])[NH:9]2)[CH:3]=[CH:2][N:37]=1

Participants

3

Reactant 2

HCID 69083834HCID 69083834, compoundHCID 89124132HCID 89124132, compound

Product 1

HCID 87765565HCID 87765565, 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-(2-chloropyrimidin-4-yl)-1-(2,5-difluorophenyl)ethanol 2HCl. 1H NMR (500 MHz, DMSO-d6) δ 8.88 (d, J=4.9 Hz, 1H), 8.69 (s, 1H), 7.68 (d, J=5.2 Hz, 1H), 7.50-7.28 (m, 3H), 5.71 (d, J=5.5 Hz, 1H), 5.04 (d, J=5.5 Hz, 1H), Mass spec.: 312.1 (MH)+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-1b4fa1d113f04f698a3abb342f5823a7
Source dataset
uspto-grants-2014_04
Patent number
US08691821B2

Reaction notes

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