Hydrochloric Acid → 2-[(Azetidin-3-yloxy)methyl]-1,3-thiazole hydrochloride
Reaction equation
[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[CH2:6][O:7][CH:8]1[CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9]1.[ClH:19]>C(OCC)C>[ClH:19].[NH:10]1[CH2:11][CH:8]([O:7][CH2:6][C:2]2[S:1][CH:5]=[CH:4][N:3]=2)[CH2:9]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of tert-butyl 3-(1,3-thiazol-2-ylmethoxy)azetidine-1-carboxylate (193 mg, 0.71 mmol; which may be prepared as described in Step 2) dissolved in diethyl ether (2.6 mL) at room temperature was added HCl 2N in diethyl ether (7.1 mL). The reaction mixture was stirred for 1.5 h then concentrated to dryness. The resulting solid was triturated with diethyl ether, collected and dried to give the title compound (138 mg, quantitative) as a brown oil.
Workup
- concentrationthen concentrated to dryness
- customThe resulting solid was triturated with diethyl ether
- customcollected
- customdried
Sources & evidence
- ORD record
- ord-c97e339a47254efaad9f3df4e3a01d3f
- Source dataset
- uspto-grants-2015_06
- Patent number
- US09051321B2
Reaction notes
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