Hydrochloric Acid → 2-{4-Amino-2-[(3-chloro-4-methoxy-5-methylpyridin-2-yl)methyl]-2,7-dihydro-6-thia-1,2,3,5-tetraazabenzo[cd]azulen-8-yl}-N-methylacetamide hydrochloride

HRID 2408904Notes

Reaction equation

HRID 2408904 reaction equation
Cl.[NH2:2][C:3]1[C:4]2[C:5]3[C:6](=[N:18][N:19]([CH2:21][C:22]4[C:27]([Cl:28])=[C:26]([O:29][CH3:30])[C:25]([CH3:31])=[CH:24][N:23]=4)[N:20]=2)[CH:7]=[C:8]([CH2:13][C:14]([NH:16][CH3:17])=[O:15])[C:9]=3[CH2:10][S:11][N:12]=1>C(O)C>[ClH:28].[NH2:2][C:3]1[C:4]2[C:5]3[C:6](=[N:18][N:19]([CH2:21][C:22]4[C:27]([Cl:28])=[C:26]([O:29][CH3:30])[C:25]([CH3:31])=[CH:24][N:23]=4)[N:20]=2)[CH:7]=[C:8]([CH2:13][C:14]([NH:16][CH3:17])=[O:15])[C:9]=3[CH2:10][S:11][N:12]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 666180742-{4-Amino-2-[(3-chloro-4-methoxy-5-methylpyridin-2-yl)methyl]-2,7-dihydro-6-thia-1,2,3,5-tetraazabenzo[cd]azulen-8-yl}-N-methylacetamide

Product 1

HCID 666180732-{4-Amino-2-[(3-chloro-4-methoxy-5-methylpyridin-2-yl)methyl]-2,7-dihydro-6-thia-1,2,3,5-tetraazabenzo[cd]azulen-8-yl}-N-methylacetamide hydrochlorideYield 184.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3 M hydrochloric acid (0.393 ml, 1.18 mmol) was added dropwise, divided over twice, to an ethanol (30 ml) suspension of 2-{4-amino-2-[(3-chloro-4-methoxy-5-methylpyridin-2-yl)methyl]-2,7-dihydro-6-thia-1,2,3,5-tetraazabenzo[cd]azulen-8-yl}-N-methylacetamide (527.5 mg, 1.18 mmol) at room temperature, while the suspension was stirred. Thereafter, the resulting mixture was stirred for 1 hour. The obtained crystal was collected by filtration, was then washed with ethanol (6 ml), and was then dried under reduced pressure at 40° C. for 30 minutes, so as to obtain the above title compound (525.3 mg, 1.09 mmol). Yield: 92%.

Workup

  1. stirringThereafter, the resulting mixture was stirred for 1 hour
  2. filtrationThe obtained crystal was collected by filtration
  3. washwas then washed with ethanol (6 ml)
  4. customwas then dried under reduced pressure at 40° C. for 30 minutes

Sources & evidence

ORD record
ord-8610a909fb2f4653be9c0a1fc821b2df
Source dataset
uspto-grants-2014_08
Patent number
US08815880B2

Reaction notes

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