HCID 67067782, compound → 2-Methyl-propane-2-sulfinic acid {1-[5-(1-methyl-6-oxo-8-phenyl-1,6-dihydro-9-oxa-1,2-diaza-cyclopenta[a]naphthalen-7-yl)-pyridin-2-yl]-cyclobutyl}-amide

HRID 1037332Notes

Reaction equation

HRID 1037332 reaction equation
O=C1N2C=CC3C(=O)C([C:21]4[CH:22]=[CH:23][C:24]([C:27]5([NH:31][S:32]([C:34]([CH3:37])([CH3:36])[CH3:35])=[O:33])[CH2:30][CH2:29][CH2:28]5)=[N:25][CH:26]=4)=C(C4C=CC=CC=4)OC=3C2=NN1COCC[Si](C)(C)C.I[C:48]1[C:49](=[O:68])[C:50]2[C:55]([O:56][C:57]=1[C:58]1[CH:63]=[CH:62][CH:61]=[CH:60][CH:59]=1)=[C:54]1[N:64]([CH3:67])[N:65]=[CH:66][C:53]1=[CH:52][CH:51]=2>>[CH3:67][N:64]1[C:54]2=[C:55]3[C:50](=[CH:51][CH:52]=[C:53]2[CH:66]=[N:65]1)[C:49](=[O:68])[C:48]([C:21]1[CH:22]=[CH:23][C:24]([C:27]2([NH:31][S:32]([C:34]([CH3:37])([CH3:36])[CH3:35])=[O:33])[CH2:30][CH2:29][CH2:28]2)=[N:25][CH:26]=1)=[C:57]([C:58]1[CH:63]=[CH:62][CH:61]=[CH:60][CH:59]=1)[O:56]3

Participants

3

Reactant 2

HCID 67067782HCID 67067782, compoundHCID 86671051HCID 86671051, compound

Product 1

HCID 670678412-Methyl-propane-2-sulfinic acid {1-[5-(1-methyl-6-oxo-8-phenyl-1,6-dihydro-9-oxa-1,2-diaza-cyclopenta[a]naphthalen-7-yl)-pyridin-2-yl]-cyclobutyl}-amideYield 81%

Procedure

Following the procedure used to prepare 2-methyl-propane-2-sulfinic acid (1-{5-[3,6-dioxo-8-phenyl-2-(2-trimethylsilanyl-ethoxymethyl)-2,6-dihydro-3H-9-oxa-1,2,3a-triaza-cyclopenta[a]naphthalen-7-yl]-pyridin-2-yl}-cyclobutyl)-amide, 7-iodo-1-methyl-8-phenyl-1H-9-oxa-1,2-diaza-cyclopenta[a]naphthalen-6-one was reacted to give the title compound (34 mg, 81%) as a pale orange gum. LCMS (Method H): RT=3.41 min, [M+H]+=527.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-3de558fe2bc247fa99fd3a746e05c1a7
Source dataset
uspto-grants-2013_10
Patent number
US08546376B2

Reaction notes

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