Tert-butyl 3-aminoazetidine-1-carboxylate → 6-(Azetidin-3-ylamino)-2H-isoquinolin-1-one hydrochloride

HRID 404731Notes

Reaction equation

HRID 404731 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[N:7](CC1C=CC(OC)=CC=1)[CH:6]=[CH:5]2.C(OC([N:29]1[CH2:32][CH:31]([NH2:33])[CH2:30]1)=O)(C)(C)C.[ClH:34].C1C2C(=CC(NC3CCNCC3)=CC=2)C=CN=1>>[ClH:34].[NH:29]1[CH2:32][CH:31]([NH:33][C:2]2[CH:3]=[C:4]3[C:9](=[CH:10][CH:11]=2)[C:8](=[O:12])[NH:7][CH:6]=[CH:5]3)[CH2:30]1

Participants

4

Reactant 3

HCID 1516507Tert-butyl 3-aminoazetidine-1-carboxylateHCID 575517716-Bromo-2-[(4-methoxyphenyl)methyl]-1(2H)-isoquinolinoneHCID 68594013Isoquinolin-6-yl-piperidin-4-yl-amine Hydrochloride

Product 1

HCID 685926686-(Azetidin-3-ylamino)-2H-isoquinolin-1-one hydrochloride

Procedure

6-(Azetidin-3-ylamino)-2H-isoquinolin-1-one hydrochloride was prepared by Buchwald Reaction starting from 6-Bromo-2-(4-methoxy-benzyl)-2H-isoquinolin-1-one (13) and 3-Amino-azetidine-1-carboxylic acid tert-butyl ester. BOC deprotection was performed as described for Isoquinolin-6-yl-piperidin-4-yl-amine (48).

Sources & evidence

ORD record
ord-59345b38e02f4c92a1e300afb27f7c6d
Source dataset
uspto-grants-2014_06
Patent number
US08748614B2

Reaction notes

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