Amlodipine → 652969-01-2

HRID 586429Notes

Reaction equation

HRID 586429 reaction equation
[CH3:1][CH2:2][O:3][C:4]([C:6]1[CH:11]([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:17]=2[Cl:18])[C:10]([C:19]([O:21][CH3:22])=[O:20])=[C:9]([CH3:23])[NH:8][C:7]=1[CH2:24][O:25][CH2:26][CH2:27][NH2:28])=[O:5].[C@@:29]12([CH2:39][S:40]([OH:43])(=[O:42])=[O:41])[C:36]([CH3:38])([CH3:37])[CH:33]([CH2:34][CH2:35]1)[CH2:32][C:30]2=[O:31]>CO>[CH3:1][CH2:2][O:3][C:4]([C:6]1[CH:11]([C:12]2[C:17]([Cl:18])=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:10]([C:19]([O:21][CH3:22])=[O:20])=[C:9]([CH3:23])[NH:8][C:7]=1[CH2:24][O:25][CH2:26][CH2:27][NH2:28])=[O:5].[CH3:37][C:36]1([CH3:38])[C@:29]2([CH2:39][S:40]([OH:43])(=[O:42])=[O:41])[C:30]([CH2:32][C@H:33]1[CH2:34][CH2:35]2)=[O:31]

Participants

4

Reactant 2

HCID 2162AmlodipineHCID 131278(R)-camphorsulfonic acid

Product 1

HCID 12991104652969-01-2Yield 80.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
10 °C

Procedure

12.25 g (0.03 mol) of amlodipine was dissolved in 50 ml of methanol, cooled to 10° C., and a solution of 7.8 g (0.336 mol) of (1R)-(−)-10-camphor sulfonic acid (Aldrich) in 19.5 mg of methanol was gradually added thereto. 15.4 g (yield: 80.0%) of the title compound in the form of a white crystal was obtained by using the same method described in Example 1.

Sources & evidence

ORD record
ord-2f051d43e7fc4f18a9e78b6c7d1fe90e
Source dataset
uspto-grants-2005_08
Patent number
US06936625B2

Reaction notes

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