4-Methylmorpholine → (2-Bromo-4-nitrophenyl)(pyrrolidin-1-yl)methanone

HRID 15102

Reaction equation

HRID 15102 reaction equation

[Br:1][C:2]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.[NH:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CN1CCOCC1>CN(C=O)C>[Br:1][C:2]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:3]=1[C:4]([N:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1)=[O:6]

Participants

6

Reactant 4

HCID 79724-Methylmorpholine

HCID 31268Pyrrolidine

HCID 3135342-Bromo-4-nitrobenzoic acid

HCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate

Product 1

HCID 68637791(2-Bromo-4-nitrophenyl)(pyrrolidin-1-yl)methanone

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Prepared analogously to Example 1a from 2-bromo-4-nitro-benzoic acid and pyrrolidine with TBTU and NMM in DMF.

Sources & evidence

ORD record: ord-1048e2e281ec483fb3412695eaac9f3d
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07732466B2

Linked notes

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