Hydrochloric Acid → 5-Chloro-2-(3-methoxy-4-pyridin-2-yl phenyl)-1,3-benzoxazole hydrochloride

HRID 7773Notes

Reaction equation

HRID 7773 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([C:10]3[CH:15]=[CH:14][C:13]([C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=4)=[C:12]([O:22][CH3:23])[CH:11]=3)=[N:7][C:6]=2[CH:24]=1.Cl>ClCCl.C(OCC)C>[ClH:1].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([C:10]3[CH:15]=[CH:14][C:13]([C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=4)=[C:12]([O:22][CH3:23])[CH:11]=3)=[N:7][C:6]=2[CH:24]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 102866725-Chloro-2-(3-methoxy-4-pyridin-2-ylphenyl)-1,3-benzoxazole

Product 1

HCID 219909475-Chloro-2-(3-methoxy-4-pyridin-2-yl phenyl)-1,3-benzoxazole hydrochloride

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

5-Chloro-2-(3-methoxy-4-pyridin-2-ylphenyl)-1,3-benzoxazole (26 mg) was stirred in dichloromethane. 1.0M HCl in diethyl ether (0.95 mL) was added and allowed reaction mixture to stir for 30 minutes. Concentration of reaction mixture in vacuo gave the desired compound, 5-chloro-2-(3-methoxy-4-pyridin-2-yl phenyl)-1,3-benzoxazole hydrochloride, as a pink solid. 1H NMR (CD3OD, 300 MHz) δ 8.88–7.46 (m, 10H), 4.11 (s, 3H). MS (ESI) 337 (M+H)+.

Workup

  1. customreaction mixture
  2. customConcentration of reaction mixture in vacuo

Sources & evidence

ORD record
ord-d51a620251244c06bff5500e31331620
Source dataset
uspto-grants-2006_08
Patent number
US07087601B2

Reaction notes

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