4-(N-Boc-amino)piperidine → HCID 59851708, compound

HRID 2373384Notes

Reaction equation

HRID 2373384 reaction equation
COC1C=C(NC2N=CC3CC(=O)NC4C=CC(C(O)=O)=CC=4C=3N=2)C=CC=1OC.C(OC(=O)NC1CCNCC1)(C)(C)C.C(OC(=O)[NH:51][CH:52]1[CH2:57][CH2:56][N:55]([C:58]([C:60]2[CH:86]=[CH:85][C:63]3[NH:64][C:65](=[O:84])[CH2:66][C:67]4[CH:72]=[N:71][C:70]([NH:73][C:74]5[CH:79]=[CH:78][C:77]([O:80][CH3:81])=[C:76]([O:82][CH3:83])[CH:75]=5)=[N:69][C:68]=4[C:62]=3[CH:61]=2)=[O:59])[CH2:54][CH2:53]1)(C)(C)C>>[NH2:51][CH:52]1[CH2:53][CH2:54][N:55]([C:58]([C:60]2[CH:86]=[CH:85][C:63]3[NH:64][C:65](=[O:84])[CH2:66][C:67]4[CH:72]=[N:71][C:70]([NH:73][C:74]5[CH:79]=[CH:78][C:77]([O:80][CH3:81])=[C:76]([O:82][CH3:83])[CH:75]=5)=[N:69][C:68]=4[C:62]=3[CH:61]=2)=[O:59])[CH2:56][CH2:57]1

Participants

4

Reactant 3

HCID 7238334-(N-Boc-amino)piperidineHCID 59852114HCID 59852114, compoundHCID 66934663HCID 66934663, compound

Product 1

HCID 59851708HCID 59851708, 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-10-carboxylic acid (I-43) and piperidin-4-yl-carbamic acid tert-butyl ester were converted to {1-[2-(3,4-dimethoxy-phenylamino)-6-oxo-6,7-dihydro-5H-benzo[b]pyrimido[4,5-d]azepine-10-carbonyl]-piperidin-4-yl}-carbamic acid tert-butyl ester, which was subsequently deprotected according to Method K. Purification by C-18 RP LC-MS chromatography afforded I-74 (19%): HRMS Calcd. for C26H28N6O4: 489.2250, Found 489.2253.

Workup

  1. customPurification by C-18 RP LC-MS chromatography
  2. customafforded I-74 (19%)

Sources & evidence

ORD record
ord-570a8bd3910f44a0ae5142c15ed60518
Source dataset
uspto-grants-2008_12
Patent number
US07459448B2

Reaction notes

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