Hydrochloric Acid → HCID 136030916, compound

HRID 1629047Notes

Reaction equation

HRID 1629047 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[C:7]([C:9]2[NH:10][CH:11]=[CH:12][N:13]=2)[C:6]([O:14]COC)=[CH:5][N:4]=1.C(Cl)Cl>O1CCOCC1>[Cl:2][C:3]1[N:4]=[CH:5][C:6]([OH:14])=[C:7]([C:9]2[NH:13][CH:12]=[CH:11][N:10]=2)[CH:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 58204991HCID 58204991, compound

Product 1

HCID 136030916HCID 136030916, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Hydrogen chloride in dioxane (4 M, 40 mL) was added dropwise to a solution of 2.06 g (8.60 mmol) of 2-chloro-4-(1H-imidazol-2-yl)-5-(methoxymethoxy)pyridine in Methylene chloride (40 mL, 600 mmol). The suspension was stirred for 2 hours and filtered. The solid was washed with DCM, ether and dried in vacuum. Yield of 6-chloro-4-(1H-imidazol-2-yl)pyridin-3-ol dihydrochloride 2.31 g (100%). MS(ESI+): 196.2. 1H NMR (400 MHz, DMSO) δ 13.20 (s, 1H), 8.14 (s, 1H), 7.96 (s, 1H), 7.42 (s, 2H).

Workup

  1. filtrationfiltered
  2. washThe solid was washed with DCM, ether
  3. customdried in vacuum

Sources & evidence

ORD record
ord-5dc8425de7164da3a5fb43e3ba80b3d8
Source dataset
uspto-grants-2014_07
Patent number
US08785626B2

Reaction notes

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