2-(Pyrrolidin-3-yl)propan-2-ol → 5-Bromo-6-(3-(2-hydroxypropan-2-yl)pyrrolidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamide

HRID 923940Notes

Reaction equation

HRID 923940 reaction equation
[Br:1][C:2]1[C:3](Cl)=[N:4][CH:5]=[C:6]([CH:21]=1)[C:7]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17]([F:20])([F:19])[F:18])=[CH:12][CH:11]=1)=[O:8].[OH:23][C:24]([CH:27]1[CH2:31][CH2:30][NH:29][CH2:28]1)([CH3:26])[CH3:25]>>[Br:1][C:2]1[C:3]([N:29]2[CH2:30][CH2:31][CH:27]([C:24]([OH:23])([CH3:26])[CH3:25])[CH2:28]2)=[N:4][CH:5]=[C:6]([CH:21]=1)[C:7]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17]([F:20])([F:19])[F:18])=[CH:12][CH:11]=1)=[O:8]

Participants

3

Reactant 2

HCID 139001662-(Pyrrolidin-3-yl)propan-2-olHCID 867025955-bromo-6-chloro-N-(4-(trifluoromethoxy)phenyl)nicotinamide

Product 1

HCID 899078115-Bromo-6-(3-(2-hydroxypropan-2-yl)pyrrolidin-1-yl)-N-(4-(trifluoromethoxy)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-(trifluoromethoxy)phenyl)nicotinamide (Stage 12.2) and 3-(1-hydroxy-1-methyl-ethyl)-pyrrolidine (US2010160280) and was obtained as an off-white solid. HPLC (Condition 4) tR=6.11 min, UPLC-MS (Condition 7) m/z=490.1 [M+H]+.

Workup

  1. customwas obtained as an off-white solid

Sources & evidence

ORD record
ord-7e3b2dc978f74834a43e76404baed01a
Source dataset
uspto-grants-2016_03
Patent number
US09278981B2

Reaction notes

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