{1-[4-(2,6-Dioxo-8-phenyl-1,2,3,6-tetrahydro-chromeno[7,8-d]imidazol-7-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester → 7-Iodo-8-phenyl-3H-chromeno[7,8-d]oxazole-2,6-dione

HRID 1037372Notes

Reaction equation

HRID 1037372 reaction equation
[C:1]([O:5]C(=O)NC1(C2C=CC(C3C(=O)C4C=CC5NC(=O)NC=5C=4OC=3C3C=CC=CC=3)=CC=2)CCC1)(C)(C)C.[NH2:40][C:41]1[C:50]([OH:51])=[C:49]2[C:44]([C:45](=[O:59])[C:46]([I:58])=[C:47]([C:52]3[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=3)[O:48]2)=[CH:43][CH:42]=1>>[I:58][C:46]1[C:45](=[O:59])[C:44]2[CH:43]=[CH:42][C:41]3[NH:40][C:1](=[O:5])[O:51][C:50]=3[C:49]=2[O:48][C:47]=1[C:52]1[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=1

Participants

3

Reactant 2

HCID 67067863{1-[4-(2,6-Dioxo-8-phenyl-1,2,3,6-tetrahydro-chromeno[7,8-d]imidazol-7-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl esterHCID 670679197-Amino-8-hydroxy-3-iodo-2-phenyl-chromen-4-one

Product 1

HCID 670678197-Iodo-8-phenyl-3H-chromeno[7,8-d]oxazole-2,6-dioneYield 100%

Procedure

Following the procedure used to {1-[4-(2,6-dioxo-8-phenyl-1,2,3,6-tetrahydro-chromeno[7,8-d]imidazol-7-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester, 7-amino-8-hydroxy-3-iodo-2-phenyl-chromen-4-one was reacted to give the title compound as a yellow solid (105 mg, 100%). LCMS (Method G): RT=3.27, [M+H]+=406.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-76c6c2f8e389484cbc5eef06a297cb7a
Source dataset
uspto-grants-2013_10
Patent number
US08546376B2

Reaction notes

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