Acetic Acid → HCID 59732031, compound

HRID 132169Notes

Reaction equation

HRID 132169 reaction equation
Cl.C[O:3][C:4](=O)[CH:5]([NH:18][C:19]([O:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=[O:20])[CH2:6][C:7]1[C:8]([CH2:16]Cl)=[C:9]2[C:13](=[CH:14][CH:15]=1)[NH:12][N:11]=[CH:10]2.[CH2:30]([NH2:34])[CH:31]([CH3:33])[CH3:32].C(O)(=O)C>C1(C)C=CC=CC=1>[CH2:22]([O:21][C:19](=[O:20])[NH:18][CH:5]1[C:4](=[O:3])[N:34]([CH2:30][CH:31]([CH3:33])[CH3:32])[CH2:16][C:8]2[C:9]3[CH:10]=[N:11][NH:12][C:13]=3[CH:14]=[CH:15][C:7]=2[CH2:6]1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 6558IsobutylamineHCID 67318370HCID 67318370, compound

Product 1

HCID 59732031HCID 59732031, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In a manner similar to [9-(2,2-dimethyl-propyl)-8-oxo-3,6,7,8,9,10-hexahydro-2,3,9-triaza-(R)-cyclohepta[e]inden-7-yl]-carbamic acid benzyl ester, the title compound was prepared by treating 2-benzyloxycarbonylamino-3-(4-chloromethyl-1H-indazol-5-yl)-propionic acid methyl ester, hydrochloride with isobutylamine followed by treatment with acetic acid in refluxing toluene to give (9-Isobutyl-8-oxo-3,6,7,8,9,10-hexahydro-2,3,9-triaza-cyclohepta[e]inden-7-yl)-carbamic acid benzyl ester in 91% yield. MS (ESI) 407 (M+H); Rf=1.58.

Sources & evidence

ORD record
ord-6fa2aecfdcd94f4e82a4efa06084196e
Source dataset
uspto-grants-2008_06
Patent number
US07384930B2

Reaction notes

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