tert-butyl N-(4-aminobutyl)carbamate → HCID 59851078, compound

HRID 2373421Notes

Reaction equation

HRID 2373421 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].[NH2:31][CH2:32][CH2:33][CH2:34][CH2:35][NH:36]C(=O)OC(C)(C)C.C(OC(=O)NCCNC(C1C=CC2C3N=C(NC4C=CC(OC)=C(OC)C=4)N=CC=3CC(=O)NC=2C=1)=O)(C)(C)C>>[NH2:31][CH2:32][CH2:33][CH2:34][CH2:35][NH:36][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

4

Reactant 3

HCID 4351tert-butyl N-(4-aminobutyl)carbamateHCID 59851270HCID 59851270, compoundHCID 59851365HCID 59851365, compound

Product 1

HCID 59851078HCID 59851078, compound

Procedure

In a manner similar to that described 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-aminobutylcarbamate 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-73 (25%): HRMS Calcd. for C25H28N6O4: 477.2250, Found 477.2250.

Workup

  1. customto give I-73 (25%)

Sources & evidence

ORD record
ord-5b7aa2f6fbeb4e259ca02cb4dda8a4f7
Source dataset
uspto-grants-2008_12
Patent number
US07459448B2

Reaction notes

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