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

HRID 1911898Notes

Reaction equation

HRID 1911898 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-88d4c135a39a4098bb4ce6bcb2c67e5a
Source dataset
uspto-grants-2013_12
Patent number
US08604205B2

Reaction notes

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