(R)-3-Pyrrolidinol → HCID 89907831, compound

HRID 924100Notes

Reaction equation

HRID 924100 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]([C:18]([F:21])([F:20])[F:19])=[O: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]([C:18]([F:21])([F:20])[F:19])=[O:17])=[CH:12][CH:11]=1)=[O:8]

Participants

3

Reactant 2

HCID 2759337(R)-3-PyrrolidinolHCID 89906587HCID 89906587, compound

Product 1

HCID 89907831HCID 89907831, compound

Procedure

The title compound was prepared in an analogous fashion to that described in Stage 33.1 using 5-bromo-6-chloro-N-(4-((trifluoromethyl)sulfinyl)phenyl)nicotinamide (Stage 222.2) and (R)-pyrrolidin-3-ol to afford an amorphous off-white solid. HPLC (Condition 4) tR=4.83 min, UPLC-MS (Condition 3) tR=0.95 min, m/z=478.2 [M+H]+.

Workup

  1. customto afford an amorphous off-white solid

Sources & evidence

ORD record
ord-477678c8233c4a9eba1a67e754d1bbcd
Source dataset
uspto-grants-2016_03
Patent number
US09278981B2

Reaction notes

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