(R)-3-Pyrrolidinol → (R)-5-bromo-6-(3-hydroxypyrrolidin-1-yl)-N-(4-(pentafluorosulfanyl)phenyl)nicotinamide

HRID 924088Notes

Reaction equation

HRID 924088 reaction equation
[Br:1][C:2]1[C:3](Cl)=[N:4][CH:5]=[C:6]([CH:22]=1)[C:7]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([S:16]([F:21])([F:20])([F:19])([F:18])[F:17])=[CH:12][CH:11]=1)=[O:8].[NH:24]1[CH2:28][CH2:27][C@@H:26]([OH:29])[CH2:25]1>>[Br:1][C:2]1[C:3]([N:24]2[CH2:28][CH2:27][C@@H:26]([OH:29])[CH2:25]2)=[N:4][CH:5]=[C:6]([CH:22]=1)[C:7]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([S:16]([F:21])([F:20])([F:19])([F:18])[F:17])=[CH:12][CH:11]=1)=[O:8]

Participants

3

Reactant 2

HCID 2759337(R)-3-PyrrolidinolHCID 867026165-bromo-6-chloro-N-(4-(pentafluorosulfanyl)phenyl)nicotinamide

Product 1

HCID 86702615(R)-5-bromo-6-(3-hydroxypyrrolidin-1-yl)-N-(4-(pentafluorosulfanyl)phenyl)nicotinamide

Procedure

The title compound was prepared in an analogous fashion to that described in Stage 33.1 using 5-bromo-6-chloro-N-(4-(pentafluorosulfanyl)phenyl)nicotinamide (Stage 216.2) and (R)-pyrrolidin-3-ol to afford a solid. UPLC-MS (Condition 3) tR=1.16 min, m/z=490.1.

Workup

  1. customto afford a solid

Sources & evidence

ORD record
ord-3e580087b8684f3eb6d7f80d4f82f559
Source dataset
uspto-grants-2016_03
Patent number
US09278981B2

Reaction notes

Loading…