Hydrochloric Acid → HCID 66958569, compound

HRID 1364048Notes

Reaction equation

HRID 1364048 reaction equation
Cl.[Cl:2][CH2:3][C:4]1[N:5]([CH2:17][CH2:18][CH2:19][NH:20]C(=O)OC(C)(C)C)[C:6]2[C:15]3[N:14]=[CH:13][CH:12]=[CH:11][C:10]=3[N:9]=[CH:8][C:7]=2[N:16]=1>CO>[ClH:2].[Cl:2][CH2:3][C:4]1[N:5]([CH2:17][CH2:18][CH2:19][NH2:20])[C:6]2[C:15]3[N:14]=[CH:13][CH:12]=[CH:11][C:10]=3[N:9]=[CH:8][C:7]=2[N:16]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66958197HCID 66958197, compound

Product 1

HCID 66958569HCID 66958569, compoundYield 184.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Concentrated hydrochloric acid (20 mL) was added to a suspension of tert-butyl 3-[2-(chloromethyl)-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl]propylcarbamate (12.55 g, 33.4 mmol) in methanol (135 mL). The resulting yellow solution was stirred for 48 hours and the liquid was removed via filtration. The resulting solid filter cake was dried overnight in a vacuum, oven at 40° C. to afford 9.62 g of 3-[2-(chloromethyl)-1H-imidazo[4,5-c]-1,5-naphthyridin-1-yl]propylamine hydrochloride as a pale yellow solid.

Workup

  1. customthe liquid was removed via filtration
  2. filtrationThe resulting solid filter cake
  3. customwas dried overnight in a vacuum, oven at 40° C.

Sources & evidence

ORD record
ord-17c0510154604461a2686ebfd335d17d
Source dataset
uspto-grants-2011_02
Patent number
US07888349B2

Reaction notes

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