Chlorine → Ethyl 5-[(diethoxyphosphinyl)hydroxymethyl]imidazo[1,2-a]pyridine-2-carboxylate, monohydrochloride

HRID 861998Notes

Reaction equation

HRID 861998 reaction equation
[CH2:1]([O:3][P:4]([CH:9]([OH:24])[C:10]1[N:15]2[CH:16]=[C:17]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[N:18]=[C:14]2[CH:13]=[CH:12][CH:11]=1)([O:6][CH2:7][CH3:8])=[O:5])[CH3:2].P(CC1C2N(C=C(C(O)=O)N=2)C=CC=1)(O)(O)=O.O1CCOCC1.[Cl:48]Cl>>[ClH:48].[CH2:1]([O:3][P:4]([CH:9]([OH:24])[C:10]1[N:15]2[CH:16]=[C:17]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[N:18]=[C:14]2[CH:13]=[CH:12][CH:11]=1)([O:6][CH2:7][CH3:8])=[O:5])[CH3:2]

Participants

5

Reactant 4

HCID 24526ChlorineHCID 312751,4-DioxaneHCID 15233873Ethyl 5-[(diethoxyphosphinyl)hydroxymethyl]imidazo[1,2-a]pyridine-2-carboxylateHCID 19701381HCID 19701381, compound

Product 1

HCID 131720464Ethyl 5-[(diethoxyphosphinyl)hydroxymethyl]imidazo[1,2-a]pyridine-2-carboxylate, monohydrochlorideYield 99%

Procedure

The product from Example 55 (1.2 g, 3.37 mmol) was dissolved in CH2 Cl2 (15 mL) and treated with 6N HCl in dioxane (0.56 mL, 3.37 mmol). The resulting salt was precipitated with Et2O, filtered, washed with Et2O, and dried in vacuo to give 1.3 g (99%) of the title product.

Workup

  1. customThe resulting salt was precipitated with Et2O
  2. filtrationfiltered
  3. washwashed with Et2O
  4. customdried in vacuo

Sources & evidence

ORD record
ord-f854f89bc13243bfb3e84961edbbc3f3
Source dataset
uspto-grants-1998_02
Patent number
US05716964

Reaction notes

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