HCID 23002992, compound → HCID 66618157, compound

HRID 882990Notes

Reaction equation

HRID 882990 reaction equation
[BrH:1].C(O)C.[NH2:5][C:6]1[C:7]2[C:8]3[C:9](=[N:21][N:22]([CH2:24][C:25]4[C:30]([Cl:31])=[C:29]([O:32][CH3:33])[C:28]([CH3:34])=[CH:27][N:26]=4)[N:23]=2)[CH:10]=[C:11]([CH2:16][C:17]([NH:19][CH3:20])=[O:18])[C:12]=3[CH2:13][S:14][N:15]=1>C(#N)C>[BrH:1].[NH2:5][C:6]1[C:7]2[C:8]3[C:9](=[N:21][N:22]([CH2:24][C:25]4[C:30]([Cl:31])=[C:29]([O:32][CH3:33])[C:28]([CH3:34])=[CH:27][N:26]=4)[N:23]=2)[CH:10]=[C:11]([CH2:16][C:17]([NH:19][CH3:20])=[O:18])[C:12]=3[CH2:13][S:14][N:15]=1

Participants

4

Reactant 2

HCID 23002992HCID 23002992, compoundHCID 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 66618157HCID 66618157, compoundYield 48.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A 20% hydrobromic acid-ethanol solution (204 μl, 0.505 mmol) was added to an acetonitrile solution (350 ml) 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 (250 mg, 0.561 mmol) at room temperature. The resulting mixture was stirred for 3 hours, and the precipitated solid was then collected by filtration. Ethanol (3 ml) was added to the resulting solid, and the resulting mixture was then stirred for 1 day. Thereafter, the solid was collected by filtration. The solid was then dried under reduced pressure at room temperature for 2 days, so as to obtain the title compound (128 mg, 0.243 mmol).

Workup

  1. filtrationthe precipitated solid was then collected by filtration
  2. additionEthanol (3 ml) was added to the resulting solid
  3. stirringthe resulting mixture was then stirred for 1 day
  4. filtrationThereafter, the solid was collected by filtration
  5. customThe solid was then dried under reduced pressure at room temperature for 2 days

Sources & evidence

ORD record
ord-c766bd1d82ac4c4cac204b7eed246b76
Source dataset
uspto-grants-2012_08
Patent number
US08236813B2

Reaction notes

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