Hydrochloric Acid → (3-Methyl-4,10-dihydro-3H-2,3,4,9-tetraaza-benzo[f]azulen-9-yl)-[3-methyl-4-(3-piperidin-4-yl-propoxy)-phenyl]-methanone Hydrochloride

HRID 220899Notes

Reaction equation

HRID 220899 reaction equation
[ClH:1].C(OC([N:9]1[CH2:14][CH2:13][CH:12]([CH2:15][CH2:16][CH2:17][O:18][C:19]2[CH:24]=[CH:23][C:22]([C:25]([N:27]3[CH2:36][C:35]4[CH:34]=[N:33][N:32]([CH3:37])[C:31]=4[NH:30][C:29]4[CH:38]=[CH:39][CH:40]=[CH:41][C:28]3=4)=[O:26])=[CH:21][C:20]=2[CH3:42])[CH2:11][CH2:10]1)=O)(C)(C)C>O1CCOCC1.CO>[ClH:1].[CH3:37][N:32]1[C:31]2[NH:30][C:29]3[CH:38]=[CH:39][CH:40]=[CH:41][C:28]=3[N:27]([C:25]([C:22]3[CH:23]=[CH:24][C:19]([O:18][CH2:17][CH2:16][CH2:15][CH:12]4[CH2:13][CH2:14][NH:9][CH2:10][CH2:11]4)=[C:20]([CH3:42])[CH:21]=3)=[O:26])[CH2:36][C:35]=2[CH:34]=[N:33]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 1361284404-{3-[2-Methyl-4-(3-methyl-4,10-dihydro-3H-2,3,4,9-tetraaza-benzo[f]azulene-9-carbonyl)-phenoxy]-propyl}-piperidine-1-carboxylic Acid Tert-butyl Ester

Product 1

HCID 136346641(3-Methyl-4,10-dihydro-3H-2,3,4,9-tetraaza-benzo[f]azulen-9-yl)-[3-methyl-4-(3-piperidin-4-yl-propoxy)-phenyl]-methanone HydrochlorideYield 97%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

4M HCl solution in dioxan (1 ml) was added to a solution of 4-{3-[2-methyl-4-(3-methyl-4,10-dihydro-3H-2,3,4,9-tetraaza-benzo[f]azulene-9-carbonyl)-phenoxy]-propyl}-piperidine-1-carboxylic acid tert-butyl ester from Example E68.4 (71 mg, 0.13 mmol) in methanol (3 ml). The mixture was stirred for 20 h at room temperature then solvents were concentrated in vacuo. The residue was triturated with diethyl ether to yield the title compound (61 mg, 97%).

Workup

  1. concentrationsolvents were concentrated in vacuo
  2. customThe residue was triturated with diethyl ether

Sources & evidence

ORD record
ord-4dd425f8171542e09c5120f87fc44ede
Source dataset
uspto-grants-2012_06
Patent number
US08202858B2

Reaction notes

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