Benzaldehyde → N-(1-benzylazepan-4-yl)-1H-indazol-5-amine

HRID 1912006Notes

Reaction equation

HRID 1912006 reaction equation
CC(C)(C)C([N:5]1[C:13]2[C:8](=[CH:9][C:10]([NH:14][CH:15]3[CH2:20][CH2:19][CH2:18][NH:17][CH2:16]3)=[CH:11][CH:12]=2)[CH:7]=[N:6]1)=O.O=[C:24]1CCCN(C(OC(C)(C)C)=O)CC1.[CH:38](=O)[C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1>>[CH2:38]([N:17]1[CH2:18][CH2:19][CH2:20][CH:15]([NH:14][C:10]2[CH:9]=[C:8]3[C:13](=[CH:12][CH:11]=2)[NH:5][N:6]=[CH:7]3)[CH2:24][CH2:16]1)[C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1

Participants

4

Reactant 3

HCID 240BenzaldehydeHCID 1512679N-Boc-hexahydro-1H-azepin-4-oneHCID 597997682,2-Dimethyl-1-(5-(piperidin-3-ylamino)-1H-indazol-1-yl)propan-1-one

Product 1

HCID 44595809N-(1-benzylazepan-4-yl)-1H-indazol-5-amine

Procedure

The title compound was prepared by reaction of 2,2-dimethyl-1-(5-(piperidin-3-ylamino)-1H-indazol-1-yl)propan-1-one with tert-butyl 4-oxoazepane-1-carboxylate using the method of Example 3, deprotection using the method of Example 4, reaction with benzaldehyde following the method of Example 8, and final deprotection using the method of Example 9.

Sources & evidence

ORD record
ord-4c1edc61425447b1bb20ebdb6986a4fd
Source dataset
uspto-grants-2013_12
Patent number
US08604218B2

Reaction notes

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