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

HRID 656541Notes

Reaction equation

HRID 656541 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-1187ad393f0647ca8479f456d6070c9d
Source dataset
uspto-grants-2011_12
Patent number
US08071779B2

Reaction notes

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