HCID 59731891, compound → HCID 11979137, compound

HRID 132275Notes

Reaction equation

FC(F)(F)[C:3](O)=[O:4].[C:8]1([C:14]2[NH:18][C:17](=[O:19])[C:16]3([CH2:24][CH2:23][NH:22][CH2:21][CH2:20]3)[N:15]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[NH2:25][C@H:26]1[C:39](=[O:40])[N:38]([CH2:41][C:42]([CH3:45])([CH3:44])[CH3:43])[CH2:37][C:29]2[C:30]3[CH:31]=[N:32][NH:33][C:34]=3[CH:35]=[CH:36][C:28]=2[CH2:27]1>>[CH3:43][C:42]([CH3:45])([CH3:44])[CH2:41][N:38]1[CH2:37][C:29]2[C:30]3[CH:31]=[N:32][NH:33][C:34]=3[CH:35]=[CH:36][C:28]=2[CH2:27][C@@H:26]([NH:25][C:3]([N:22]2[CH2:23][CH2:24][C:16]3([N:15]=[C:14]([C:8]4[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=4)[NH:18][C:17]3=[O:19])[CH2:20][CH2:21]2)=[O:4])[C:39]1=[O:40]

Participants

Reactant 2

HCID 59731891HCID 59731891, compound

HCID 68825243HCID 68825243, compound

Product 1

HCID 11979137HCID 11979137, compoundYield 25%

Procedure

2-Phenyl-1,3,8-triaza-spiro[4.5]dec-1-en-4-one trifluoroacetate (55 mg, 0.16 mmol) and (R)-7-amino-9-neopentyl-6,7,9,10-tetrahydroazepino[3,4-e]indazol-8(3H)-one (40 mg, 0.14 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 25% yield. High resolution MS m/e (M+H)+=542.2888.

Sources & evidence

ORD record: ord-c1fc819e3e944df783538943621872ed
Source dataset: uspto-grants-2008_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07384930B2

Reaction notes

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