Ethanol hydrochloride → 2-Cyclopropyl-7-[(3s)-3-(dimethylamino)pyrrolidin-1-yl]-6-formyl-5-methyl-1,3-benzoxazole-4-carbonitrile hydrochloride

HRID 17462

Reaction equation

HRID 17462 reaction equation
[CH:1]1([C:4]2[O:5][C:6]3[C:7](=[C:9]([C:24]#[N:25])[C:10]([CH3:23])=[C:11]([CH:21]=[O:22])[C:12]=3[N:13]3[CH2:17][CH2:16][C@H:15]([N:18]([CH3:20])[CH3:19])[CH2:14]3)[N:8]=2)[CH2:3][CH2:2]1.[ClH:26].C(O)C>C(O)C.C(OCC)C>[ClH:26].[CH:1]1([C:4]2[O:5][C:6]3[C:7](=[C:9]([C:24]#[N:25])[C:10]([CH3:23])=[C:11]([CH:21]=[O:22])[C:12]=3[N:13]3[CH2:17][CH2:16][C@H:15]([N:18]([CH3:20])[CH3:19])[CH2:14]3)[N:8]=2)[CH2:2][CH2:3]1

Participants

5

Reactant 2

HCID 21887872Ethanol hydrochlorideHCID 866308522-Cyclopropyl-7-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-6-formyl-5-methyl-1,3-benzoxazole-4-carbonitrile

Product 1

HCID 875066112-Cyclopropyl-7-[(3s)-3-(dimethylamino)pyrrolidin-1-yl]-6-formyl-5-methyl-1,3-benzoxazole-4-carbonitrile hydrochloride

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3283Diethyl EtherSolvent

Procedure

The above-obtained 2-cyclopropyl-7-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-6-formyl-5-methyl-1,3-benzoxazole-4-carbonitrile (50 mg, 0.15 mmol) was dissolved in ethanol (0.5 ml) and diethyl ether (1 ml), then at room temperature, 1 mol hydrochloric acid/ethanol solution (162 μl, 0.16 mmol) was added. After stirring under nitrogen atmosphere at the same temperature for 3 hours, the solvent was evaporated away under reduced pressure. Diethyl ether was added to the residue, and this was concentrated under reduced pressure. This operation was repeated further twice.

Workup

  1. customthe solvent was evaporated away under reduced pressure
  2. additionDiethyl ether was added to the residue
  3. concentrationthis was concentrated under reduced pressure

Sources & evidence

ORD record
ord-2a61c6f12b354501a8bb69fbf7daa579
Source dataset
uspto-grants-2010_06
Patent number
US07737166B2

Linked notes

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