Hydrochloric Acid → HCID 22662028, compound

HRID 392903Notes

Reaction equation

HRID 392903 reaction equation
Cl.C(OC(=O)[NH:8][CH2:9][C:10]1[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:11]=1[O:17][CH2:18][C:19]1[NH:20][CH2:21][CH2:22][N:23]=1)(C)(C)C>CCOCC.CO>[Cl:16][C:14]1[CH:13]=[CH:12][C:11]([O:17][CH2:18][C:19]2[NH:23][CH2:22][CH2:21][N:20]=2)=[C:10]([CH:15]=1)[CH2:9][NH2:8]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 69707625HCID 69707625, compound

Product 1

HCID 22662028HCID 22662028, compoundYield 73.7%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Procedure

A solution of 30% HCl in ether (0.5 mL) was added to a solution of [5-chloro-2-(4,5-dihydro-1H-imidazol-2-ylmethoxy)benzyl]-carbamic acid tert-butyl ester (146 mg, 0.43 mmol) in methanol (5 mL). After stirring overnight, the mixture was concentrated and triturated from ether, filtered, washed with ether and dried to afford 76 mg of the title compound as a colorless solid. 1H NMR (400 MHz, CD3OD) δ 7.4 (m, 2H); 7.04 (m, 1H); 4.91 (s, 2H); 4.12 (s, 2H); 4.00 (s, 2H); 3.79 (s, 2H).

Workup

  1. concentrationthe mixture was concentrated
  2. customtriturated from ether
  3. filtrationfiltered
  4. washwashed with ether
  5. customdried

Sources & evidence

ORD record
ord-62296f262c6449c3b13fc7047eddff72
Source dataset
uspto-grants-2004_10
Patent number
US06803457B1

Reaction notes

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