HCID 59851270, compound → HCID 59851088, compound

HRID 2373420Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:11][C:12]2[N:13]=[CH:14][C:15]3[CH2:21][C:20](=[O:22])[NH:19][C:18]4[CH:23]=[C:24]([C:27](O)=[O:28])[CH:25]=[CH:26][C:17]=4[C:16]=3[N:30]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].C(OC(=O)NCCNC(C1C=C[C:46]2[C:52]3[N:53]=C(NC4C=CC(OC)=C(OC)C=4)N=CC=3CC(=O)[NH:48][C:47]=2C=1)=O)(C)(C)C>>[NH2:48][CH2:47][CH2:46][CH2:52][NH:53][C:27]([C:24]1[CH:25]=[CH:26][C:17]2[C:16]3[N:30]=[C:12]([NH:11][C:5]4[CH:6]=[CH:7][C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=4)[N:13]=[CH:14][C:15]=3[CH2:21][C:20](=[O:22])[NH:19][C:18]=2[CH:23]=1)=[O:28]

Participants

Reactant 2

HCID 59851270HCID 59851270, compound

HCID 59851365HCID 59851365, compound

Product 1

HCID 59851088HCID 59851088, compound

Procedure

In a manner similar to that described for Method N, 2-(3,4-dimethoxy-phenylamino)-6-oxo-6,7-dihydro-5H-benzo[b]pyrimido[4,5-d]azepine-9-carboxylic acid (I-53) and tert-butyl 4-aminopropylcarbamate were converted to (2-{[2-(3,4-dimethoxy-phenylamino)-6-oxo-6,7-dihydro-5H-benzo[b]pyrimido[4,5-d]azepine-9-carbonyl]-amino}-ethyl)-carbamic acid tert-butyl ester, which was subsequently deprotected (Method K) to give I-72 (30%): HRMS Calcd. for C24H26N6O4: 463.2093, Found 463.2078.

Workup

customto give I-72 (30%)

Sources & evidence

ORD record: ord-e1784103fb614c188fcd6ecfe277e544
Source dataset: uspto-grants-2008_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07459448B2

Reaction notes

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