Hydrochloride methanol → HCID 68431534, compound

HRID 2092119Notes

Reaction equation

HRID 2092119 reaction equation
[Br:1][C:2]1[C:7](=[O:8])[N:6]([CH2:9][C:10]([NH:12][CH2:13][C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)=[O:11])[N:5]=[CH:4][C:3]=1[NH:20][CH:21]1[CH2:26][CH:25]2[CH2:27][CH:23]([C:24]2([CH3:29])[CH3:28])[CH:22]1[CH2:30][O:31]COC.Cl.CO>>[Br:1][C:2]1[C:7](=[O:8])[N:6]([CH2:9][C:10]([NH:12][CH2:13][C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)=[O:11])[N:5]=[CH:4][C:3]=1[NH:20][CH:21]1[CH2:26][CH:25]2[CH2:27][CH:23]([C:24]2([CH3:28])[CH3:29])[CH:22]1[CH2:30][OH:31]

Participants

3

Reactant 2

HCID 21893726Hydrochloride methanolHCID 68429017HCID 68429017, compound

Product 1

HCID 68431534HCID 68431534, compoundYield 37%

Procedure

rac-2-[5-Bromo-4-({2-[(methoxymethoxy)methyl]-6,6-dimethylbicyclo[3.1.1]hept-3-yl}amino)-6-oxopyridazin-1(6H)-yl]-N-(pyridin-4-ylmethyl)acetamide (35 mg, 0.0655 mmol) in 10 mass % hydrogen chloride-methanol (3 mL) was stirred at 60° C. for 1 hour. After completion of the reaction, the reaction solution was evaporated under reduced pressure, and the resulting solid was collected by filtration, then mixed with saturated aqueous sodium hydrogen sulfate and extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate and evaporated under reduced pressure to give the desired product (37% yield).

Workup

  1. customAfter completion of the reaction
  2. customthe reaction solution was evaporated under reduced pressure
  3. filtrationthe resulting solid was collected by filtration
  4. additionmixed with saturated aqueous sodium hydrogen sulfate
  5. extractionextracted with chloroform
  6. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  7. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-1ea4f7544a8843ea8a96553223414ebf
Source dataset
uspto-grants-2013_05
Patent number
US08440666B2

Reaction notes

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