HCID 67318551, compound → HCID 11979138, compound

HRID 132491Notes

Reaction equation

CS(O)(=O)=O.[C:6]([N:9]1[CH2:14][CH2:13][CH:12]([N:15]2[C:28](=[O:29])[C@H:27]([NH2:30])[CH2:26][C:25]3[CH:24]=[CH:23][C:22]4[NH:21][N:20]=[CH:19][C:18]=4[C:17]=3[CH2:16]2)[CH2:11][CH2:10]1)(=[O:8])[CH3:7].[C:31](O)(=[O:33])C.[NH:35]1[CH2:40][CH2:39][CH:38]([N:41]2[CH2:50][C:49]3[C:44](=[CH:45][CH:46]=[CH:47][CH:48]=3)[NH:43][C:42]2=[O:51])[CH2:37][CH2:36]1>>[C:6]([N:9]1[CH2:14][CH2:13][CH:12]([N:15]2[C:28](=[O:29])[C@H:27]([NH:30][C:31]([N:35]3[CH2:36][CH2:37][CH:38]([N:41]4[CH2:50][C:49]5[C:44](=[CH:45][CH:46]=[CH:47][CH:48]=5)[NH:43][C:42]4=[O:51])[CH2:39][CH2:40]3)=[O:33])[CH2:26][C:25]3[CH:24]=[CH:23][C:22]4[NH:21][N:20]=[CH:19][C:18]=4[C:17]=3[CH2:16]2)[CH2:11][CH2:10]1)(=[O:8])[CH3:7]

Participants

Reactant 2

HCID 67318551HCID 67318551, compound

HCID 86604791HCID 86604791, compound

Product 1

HCID 11979138HCID 11979138, compoundYield 28%

Procedure

(R)-9-(1-acetylpiperidin-4-yl)-7-amino-6,7,9,10-tetrahydroazepino[3,4-e]indazol-8(3H)-one methanesulfonate (42 mg, 0.08 mmol) and 3-(piperidin-4-yl)-3,4-dihydroquinazolin-2(1H)-one acetate (30 mg, 0.10 mmol) were reacted in a manner analogous to the preparation of 4-(2-oxo-1,4-dihydro-2H-quinazolin-3-yl)-piperidine-1-carboxylic acid [8-oxo-9-(2-piperidin-1-yl-ethyl)-3,6,7,8,9,10-hexahydro-2,3,9-triaza-(R)-cyclohepta[e]inden-7-yl]-amide. C18 preparatory HPLC afforded the title compound as white solid in 28% yield. High resolution MS m/e (M+H)+=599.3085.

Sources & evidence

ORD record: ord-1f2702a8367b4cfbae84e74824d28d4d
Source dataset: uspto-grants-2008_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07384931B2

Reaction notes

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