Hydrochloric Acid → HCID 86731414, compound
Reaction equation
ClC(Cl)(Cl)C(Cl)(Cl)Cl.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH2:28]([O:35][C:36]1[CH:41]=[C:40]([NH:42][C:43](=[O:55])[C:44]2[CH:49]=[CH:48][C:47]([O:50][CH2:51][CH:52]3[CH2:54][CH2:53]3)=[CH:46][CH:45]=2)[C:39](O)=[CH:38][N:37]=1)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1.Cl>C(#N)C.C(N(CC)CC)C>[CH2:28]([O:35][C:36]1[N:37]=[CH:38][C:39]2[O:55][C:43]([C:44]3[CH:45]=[CH:46][C:47]([O:50][CH2:51][CH:52]4[CH2:53][CH2:54]4)=[CH:48][CH:49]=3)=[N:42][C:40]=2[CH:41]=1)[C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1Participants
7
Procedure
To a solution of hexachloroethane (4.09 g), triphenylphosphine (4.53 g) and triethylamine (2.41 mL) in acetonitrile (50 mL) was added N-(2-(benzyloxy)-5-hydroxypyridin-4-yl)-4-(cyclopropylmethoxy)benzamide (2.25 g), and the mixture was stirred at room temperature for 15 hr. To the reaction mixture was added 1 M hydrochloric acid, and the mixture was extracted with ethyl acetate. The combined organic layer were washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (0.25 g).
Workup
- extractionthe mixture was extracted with ethyl acetate
- washThe combined organic layer were washed with saturated brine
- dry with materialdried over anhydrous magnesium sulfate
- customThe solvent was evaporated under reduced pressure
- customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate)
Sources & evidence
- ORD record
- ord-c68f7b9bc73e409cb503b5824c0e1f76
- Source dataset
- uspto-grants-2015_09
- Patent number
- US09133129B2
Reaction notes
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