tert-Butyl (3-aminopropyl)carbamate → HCID 59852094, compound

HRID 545006Notes

Reaction equation

HRID 545006 reaction equation
COC1C=C(NC2N=CC3CC(=O)NC4C=CC(C(O)=O)=CC=4C=3N=2)C=CC=1OC.C(OC(=O)NCCCN)(C)(C)C.C(OC(=O)[NH:49][CH2:50][CH2:51][CH2:52][NH:53][C:54]([C:56]1[CH:82]=[CH:81][C:59]2[NH:60][C:61](=[O:80])[CH2:62][C:63]3[CH:68]=[N:67][C:66]([NH:69][C:70]4[CH:75]=[CH:74][C:73]([O:76][CH3:77])=[C:72]([O:78][CH3:79])[CH:71]=4)=[N:65][C:64]=3[C:58]=2[CH:57]=1)=[O:55])(C)(C)C>>[NH2:49][CH2:50][CH2:51][CH2:52][NH:53][C:54]([C:56]1[CH:82]=[CH:81][C:59]2[NH:60][C:61](=[O:80])[CH2:62][C:63]3[CH:68]=[N:67][C:66]([NH:69][C:70]4[CH:75]=[CH:74][C:73]([O:76][CH3:77])=[C:72]([O:78][CH3:79])[CH:71]=4)=[N:65][C:64]=3[C:58]=2[CH:57]=1)=[O:55]

Participants

4

Reactant 3

HCID 2735700tert-Butyl (3-aminopropyl)carbamateHCID 59852114HCID 59852114, compoundHCID 67197186HCID 67197186, compound

Product 1

HCID 59852094HCID 59852094, compound

Procedure

In a manner similar to that described in Method N, 2-(3,4-dimethoxy-phenylamino)-6-oxo-6,7-dihydro-5H-benzo[b]pyrimido[4,5-d]azepine-10-carboxylic acid (I-43) and 3-amino-propyl-carbamic acid tert-butyl ester were converted to (3-{[2-(3,4-dimethoxy-phenylamino)-6-oxo-6,7-dihydro-5H-benzo[b]pyrimido[4,5-d]azepine-10-carbonyl]-amino}-propyl)-carbamic acid tert-butyl ester, which was subsequently deprotected (Method K) and purified by C-18 RP LC-MS chromatography to give I-76 (14%): HRMS Calcd. for C24H26N6O4: 463.2093, Found 463.2085.

Workup

  1. custompurified by C-18 RP LC-MS chromatography
  2. customto give I-76 (14%)

Sources & evidence

ORD record
ord-7782d28d3fb147e0ab4e13be4a9a7cc1
Source dataset
uspto-grants-2011_05
Patent number
US07935694B2

Reaction notes

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