HCID 69281638, compound → HCID 69281712, compound

HRID 2362405Notes

Reaction equation

HRID 2362405 reaction equation
[NH2:1][C@H:2]([C:14]1[CH:15]=[N:16][CH:17]=[C:18]([Br:20])[CH:19]=1)[C@:3]([C:6]1[CH:11]=[C:10]([F:12])[CH:9]=[CH:8][C:7]=1[F:13])([OH:5])[CH3:4].N([C@H](C1C=NC=C(Br)C=1)[C@@](C1C=C(F)C=CC=1F)(O)C)=[N+]=[N-]>>[NH2:1][C@H:2]([C:14]1[CH:15]=[N:16][CH:17]=[C:18]([Br:20])[CH:19]=1)[C@@:3]([C:6]1[CH:11]=[C:10]([F:12])[CH:9]=[CH:8][C:7]=1[F:13])([OH:5])[CH3:4]

Participants

3

Reactant 2

HCID 69281638HCID 69281638, compoundHCID 86673433HCID 86673433, compound

Product 1

HCID 69281712HCID 69281712, compound

Procedure

Prepared according to the same procedure as (1R,2S)-1-amino-1-(5-bromopyridin-3-yl)-2-(2,5-difluorophenyl)propan-2-ol, starting with (1R,2R)-1-azido-1-(5-bromopyridin-3-yl)-2-(2,5-difluorophenyl)propan-2-ol 1H NMR (500 MHz, DMSO-d6) δ 8.57 (d, J=2.1 Hz, 1H), 8.45 (d, J=1.5 Hz, 1H), 8.03 (t, J=1.8 Hz, 1H), 7.38-7.31 (m, 1H), 7.23-7.10 (m, 2H), 5.60 (s, 1H), 4.18 (s, 1H), 1.91 (br. s., 2H), 1.24 (d, J=1.2 Hz, 3H), Mass spec.: 343.1 (MH)+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-89b7d246dcba40dda819438af381abc8
Source dataset
uspto-grants-2014_04
Patent number
US08691821B2

Reaction notes

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