Hydrochloric Acid → HCID 71626828, compound

HRID 1620430Notes

Reaction equation

HRID 1620430 reaction equation
[C:1]([O:4][C:5]1[S:13][C:12]2[CH2:11][CH2:10][N:9]([C@@H:14]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[Cl:25])[C:15]([O:17][CH3:18])=[O:16])[CH2:8][C:7]=2[CH:6]=1)(=[O:3])[CH3:2].Cl>C(OCC)C>[ClH:25].[C:1]([O:4][C:5]1[S:13][C:12]2[CH2:11][CH2:10][N:9]([C@@H:14]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[Cl:25])[C:15]([O:17][CH3:18])=[O:16])[CH2:8][C:7]=2[CH:6]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 53378151Vicagrel

Product 1

HCID 71626828HCID 71626828, compoundYield 178.9%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
-10 °C

Procedure

103 mg of (S)-methyl 2-(2-acetoxy-6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)-2-(2-chlorophenyl)-acetate (I-2) was dissolved in 6 ml of diethyl ether, and stirred in an ice-salt bath at −10° C. A hydrogen chloride saturated ethanol solution (0.2 ml) was added slowly dropwise, till the system reached about pH 2, at which a white solid was precipitated immediately. It was stirred for 5 min, allowed to stand, quickly filtered under a nitrogen atmosphere, and washed with a suitable amount of diethyl ether. The resulting solid was dried in vacuum to obtain the I-2 hydrochloride (101 mg, white solid). Yield: 90%, and melting range: 100-120° C.

Workup

  1. customwas precipitated immediately
  2. stirringIt was stirred for 5 min
  3. filtrationquickly filtered under a nitrogen atmosphere
  4. washwashed with a suitable amount of diethyl ether
  5. customThe resulting solid was dried in vacuum

Sources & evidence

ORD record
ord-b81b696e666f4b8b9dcccc93f36db2c3
Source dataset
uspto-grants-2014_07
Patent number
US08772489B2

Reaction notes

Loading…