Morpholine → 5-Bromo-2-morpholin-yl-benzoic acid

Reaction equation

[Br:1][C:2]1[CH:3]=[CH:4][C:5](F)=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].[NH:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8]

Participants

Reactant 2

HCID 8083Morpholine

HCID 27363155-Bromo-2-fluorobenzoic acid

Product 1

HCID 597936905-Bromo-2-morpholin-yl-benzoic acid

Procedure

The title compound was prepared according to the procedure described for example B step 1 from 5-Bromo-2-fluorobenzoic acid and morpholine except that the mixture was heated at 130° C. for 48 hours (77%, white solid), 1-H-NMR (300 MHz, CDCl3) δ=8.45 (d), 7.74 (dxd, 7.33 (d)

Sources & evidence

ORD record: ord-cccc6f14661d481989037573119dc89c
Source dataset: uspto-grants-2008_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07427612B2

Reaction notes

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