Pyrrolidine → (4-Bromo-2-methyl-phenyl)-pyrrolidin-1-yl-methanone

HRID 891969Notes

Reaction equation

HRID 891969 reaction equation

[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[C:4]([CH3:11])[CH:3]=1.[NH:12]1[CH2:16][CH2:15][CH2:14][CH2:13]1.CCCCNC(N(CCCC)CCCC)=S.C(N(C(C)C)C(C)C)C>O1CCCC1.O>[CH3:11][C:4]1[CH:3]=[C:2]([Br:1])[CH:10]=[CH:9][C:5]=1[C:6]([N:12]1[CH2:16][CH2:15][CH2:14][CH2:13]1)=[O:8]

Participants

6

Reactant 4

HCID 31268Pyrrolidine

HCID 81531Diisopropylethylamine

HCID 995704-Bromo-2-methylbenzoic acid

HCID 3032425Tributylthiourea

Product 1

HCID 11818009(4-Bromo-2-methyl-phenyl)-pyrrolidin-1-yl-methanone

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

Prepared analogously to Example 2a from 4-bromo-2-methylbenzoic acid, pyrrolidine, tBtU and N-ethyl-diisopropylamine in tetrahydrofuran/water 9:1

Sources & evidence

ORD record: ord-e9fb826f81da42ebaf583b3bb13667b9
Source dataset: uspto-grants-2006_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07005437B2

Reaction notes

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