HCID 69083834, compound → HCID 69281985, compound

HRID 2362406Notes

Reaction equation

HRID 2362406 reaction equation
[Br:1][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)[CH:5]=[N:6][CH:7]=1.N[C@H:23](C1C=NC=C(Br)C=1)[C@](C1C=C(F)C=CC=1F)(O)C>>[Br:1][C:2]1[CH:3]=[C:4]([C@@H:8]2[C@@:12]([C:13]3[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:14]=3[F:20])([CH3:23])[O:11][C:10](=[O:21])[NH:9]2)[CH:5]=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 69083834HCID 69083834, compoundHCID 69281638HCID 69281638, compound

Product 1

HCID 69281985HCID 69281985, 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,2S)-1-amino-1-(5-bromopyridin-3-yl)-2-(2,5-difluorophenyl)propan-2-ol. 1H NMR (500 MHz, DMSO-d6) δ 8.64 (s, 1H), 8.52-8.46 (m, 1H), 8.29 (s, 1H), 7.66 (s, 1H), 7.19 (ddd, J=9.2, 5.9, 3.2 Hz, 1H), 7.13-7.06 (m, 1H), 7.00 (ddd, J=10.6, 9.2, 4.6 Hz, 1H), 5.15 (d, J=1.8 Hz, 1H), 1.89 (s, 3H), Mass spec.: 371.1 (MH)+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-0d3ac95a1dc440ef8310e8b267d43319
Source dataset
uspto-grants-2014_04
Patent number
US08691821B2

Reaction notes

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