Hydrochloric Acid → HCID 67052345, compound

HRID 599415Notes

Reaction equation

HRID 599415 reaction equation
Cl.[Cl:2][CH2:3][C:4]1[N:5]([CH2:18][CH2:19][CH2:20][CH2:21][NH:22]C(=O)OC(C)(C)C)[C:6]2[C:11]([CH3:12])=[C:10]([CH3:13])[N:9]3[N:14]=[N:15][N:16]=[C:8]3[C:7]=2[N:17]=1>CO>[ClH:2].[Cl:2][CH2:3][C:4]1[N:5]([CH2:18][CH2:19][CH2:20][CH2:21][NH2:22])[C:6]2[C:11]([CH3:12])=[C:10]([CH3:13])[N:9]3[N:14]=[N:15][N:16]=[C:8]3[C:7]=2[N:17]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67052313HCID 67052313, compound

Product 1

HCID 67052345HCID 67052345, compoundYield 171.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Concentrated hydrochloric acid (10 mL) was added to a suspension of tert-butyl 4-[8-(chloromethyl)-5,6-dimethyl-7H-imidazo[4,5-c]tetraazolo[1,5-a]pyridin-7-yl]butylcarbamate (prepared in Parts A-D of Example 87, 1.00 g, 2.30 mmol) in methanol (23 mL). The reaction mixture was stirred at room temperature for 2 hours, then was concentrated under reduced pressure to yield a residue. The residue was concentrated twice from toluene to remove residual water, then was triturated with methanol. A solid was isolated by filtration and was dried under vacuum to provide 0.68 g of 4-[8-(chloromethyl)-5,6-dimethyl-7H-imidazo[4,5-c]tetraazolo[1,5-a]pyridin-7-yl]butan-1-amine hydrochloride.

Workup

  1. concentrationwas concentrated under reduced pressure
  2. customto yield a residue
  3. concentrationThe residue was concentrated twice from toluene
  4. customto remove residual water
  5. customwas triturated with methanol
  6. customA solid was isolated by filtration
  7. customwas dried under vacuum

Sources & evidence

ORD record
ord-455be0ef8a4d49308524e6bede528b4a
Source dataset
uspto-grants-2011_03
Patent number
US07897767B2

Reaction notes

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