Hydrochloric Acid → 2-(3-Fluoro-2-methyl-benzyl)-1-phenyl-3-(piperazine-1-carbonyl)-indolizine-7-carboxylic acid methylamide

HRID 1963059Notes

Reaction equation

C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]([C:16]2[N:24]3[C:19]([CH:20]=[C:21]([C:25](=[O:28])[NH:26][CH3:27])[CH:22]=[CH:23]3)=[C:18]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[C:17]=2[CH2:35][C:36]2[CH:41]=[CH:40][CH:39]=[C:38]([F:42])[C:37]=2[CH3:43])=[O:15])[CH2:10][CH2:9]1)=O)(C)(C)C.Cl.O1CCOCC1>C(Cl)Cl>[CH3:27][NH:26][C:25]([C:21]1[CH:22]=[CH:23][N:24]2[C:19]([CH:20]=1)=[C:18]([C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1)[C:17]([CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[C:38]([F:42])[C:37]=1[CH3:43])=[C:16]2[C:14]([N:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1)=[O:15])=[O:28]

Participants

Conditions

Temperature: 0 °C

Procedure

The compound of step 7 (0.065 g, 0.11 mmol) was dissolved in 1.1 ml of DCM and cooled to 0° C. and a 4 N solution of hydrogen chloride in dioxane (0.54 ml, 2.20 mmol) was added. The mixture was stirred at room temperature overnight and then evaporated to dryness under reduced pressure. The obtained solid was triturated several times with diethyl ether and dried in vacuo at 40° C. 0.053 g of the title compound were obtained in the form of 2-(3-fluoro-2-methyl-benzyl)-1-phenyl-3-(piperazine-1-carbonyl)-indolizine-7-carboxylic acid methylamide hydrochloride as a light yellow solid with the following characteristics:

Workup

customevaporated to dryness under reduced pressure
customThe obtained solid was triturated several times with diethyl ether
customdried in vacuo at 40° C

Sources & evidence

ORD record: ord-0ff3118ba2c0402f8f345a3ecc0bcb20
Source dataset: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08415336B2

Reaction notes

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