HCID 86673433, compound → HCID 86673435, compound

HRID 2362403Notes

Reaction equation

HRID 2362403 reaction equation
[N:1]([C@H:4]([C:16]1[CH:17]=[N:18][CH:19]=[C:20]([Br:22])[CH:21]=1)[C@@:5]([C:8]1[CH:13]=[C:12]([F:14])[CH:11]=[CH:10][C:9]=1[F:15])([OH:7])[CH3:6])=[N+:2]=[N-:3].BrC1C=NC=C([C@@H]2[C@](C3C=C(F)C=CC=3F)(C)O2)C=1>>[N:1]([C@H:4]([C:16]1[CH:17]=[N:18][CH:19]=[C:20]([Br:22])[CH:21]=1)[C@:5]([C:8]1[CH:13]=[C:12]([F:14])[CH:11]=[CH:10][C:9]=1[F:15])([OH:7])[CH3:6])=[N+:2]=[N-:3]

Participants

3

Reactant 2

HCID 86673433HCID 86673433, compoundHCID 87686871HCID 87686871, compound

Product 1

HCID 86673435HCID 86673435, compound

Procedure

Prepared according to the same procedure as (1R,2R)-1-azido-1-(5-bromopyridin-3-yl)-2-(2,5-difluorophenyl)propan-2-ol, starting with 3-bromo-5-((2R,3R)-3-(2,5-difluorophenyl)-3-methyloxiran-2-yl)pyridine 1H NMR (400 MHz, DMSO-d6) δ 8.57 (d, J=2.3 Hz, 1H), 8.32 (d, J=1.8 Hz, 1H), 7.86 (t, J=2.0 Hz, 1H), 7.20 (ddd, J=11.0, 9.0, 4.6 Hz, 1H), 7.15-7.02 (m, 2H), 6.38 (s, 1H), 5.08 (s, 1H), 1.72 (d, J=1.3 Hz, 3H). Mass spec.: 371.1 (MH)+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-9fab8d105ad74b7295035d7ef4656409
Source dataset
uspto-grants-2014_04
Patent number
US08691821B2

Reaction notes

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