5-Aminophthalide → 5-[3-(1-Phenyl-cyclobutyl)-2-oxo-propionylamino]-phthalide

HRID 1066939Notes

Reaction equation

Br[C:2]1[C:11]([NH:12][C:13](=[O:26])[C:14](=[O:25])[CH2:15][C:16]([CH3:24])([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH3:17])=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][O:5][C:6]2=[O:7].N[C:28]1C=C2C(=CC=1)C(=O)OC2.C1(C2(CC(=O)C(O)=O)CCC2)C=CC=CC=1>>[C:18]1([C:16]2([CH2:15][C:14](=[O:25])[C:13]([NH:12][C:11]3[CH:2]=[C:3]4[C:8](=[CH:9][CH:10]=3)[C:6](=[O:7])[O:5][CH2:4]4)=[O:26])[CH2:24][CH2:28][CH2:17]2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

Reactant 3

HCID 7206695-Aminophthalide

HCID 185512024-Bromo-5-(4-methyl-2-oxo-4-phenyl-valeroylamino)-phthalide

HCID 185512623-(1-Phenyl-cyclobutyl)-2-oxopropionic acid

Product 1

HCID 185512595-[3-(1-Phenyl-cyclobutyl)-2-oxo-propionylamino]-phthalide

Procedure

was obtained analogously to the process that is described for 4-bromo-5-(4-methyl-2-oxo-4-phenyl-valeroylamino)-phthalide from 5-aminophthalide and 3-(1-phenyl-cyclobutyl)-2-oxo-propionic acid, melting point 142-146° C.

Workup

customwas obtained analogously to the process that

Sources & evidence

ORD record: ord-03cdcf4132994629b7eba7a719fd4613
Source dataset: uspto-grants-2001_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06245804B1

Reaction notes

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