1,4-Dioxane hydrochloride → (4-Aminomethyl-cyclohexyl)-(6-chloro-3-methyl-4,10-dihydro-3H-2,3,4,9-tetraaza-benzo[f]azulen-9-yl)-methanone Hydrochloride

HRID 220792Notes

Reaction equation

HRID 220792 reaction equation
C(OC(=O)[NH:7][CH2:8][CH:9]1[CH2:14][CH2:13][CH:12]([C:15]([N:17]2[CH2:26][C:25]3[CH:24]=[N:23][N:22]([CH3:27])[C:21]=3[NH:20][C:19]3[CH:28]=[C:29]([Cl:32])[CH:30]=[CH:31][C:18]2=3)=[O:16])[CH2:11][CH2:10]1)(C)(C)C.Cl.O1CCOCC1>>[ClH:32].[NH2:7][CH2:8][CH:9]1[CH2:10][CH2:11][CH:12]([C:15]([N:17]2[CH2:26][C:25]3[CH:24]=[N:23][N:22]([CH3:27])[C:21]=3[NH:20][C:19]3[CH:28]=[C:29]([Cl:32])[CH:30]=[CH:31][C:18]2=3)=[O:16])[CH2:13][CH2:14]1

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 136128395[4-(6-Chloro-3-methyl-4,10-dihydro-3H-2,3,4,9-tetraaza-benzo[f]azulene-9-carbonyl)-cyclohexylmethyl]-carbamic Acid Tert-butyl Ester

Product 1

HCID 135736042(4-Aminomethyl-cyclohexyl)-(6-chloro-3-methyl-4,10-dihydro-3H-2,3,4,9-tetraaza-benzo[f]azulen-9-yl)-methanone HydrochlorideYield 100%

Procedure

A solution of [4-(6-chloro-3-methyl-4,10-dihydro-3H-2,3,4,9-tetraaza-benzo[f]azulene-9-carbonyl)-cyclohexylmethyl]-carbamic acid tert-butyl ester from Example E10.1 (775 mg, 1.63 mmol) was reacted with 4N HCl/dioxan using an analogous procedure to that described for Example E4.2 to yield the title compound (655 mg, 100%).

Sources & evidence

ORD record
ord-1ca1db46cd36483e8e3f414dbbd4b213
Source dataset
uspto-grants-2012_06
Patent number
US08202858B2

Reaction notes

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