HCID 18411848, compound → (S)-N-(1-(3-(4-chlorophenyl)propyl)pyrrolidin-3-yl)-1-adamantanecarboxamide

HRID 992291Notes

Reaction equation

HRID 992291 reaction equation
[NH:1]1[CH2:5][CH2:4][C@H:3]([NH:6][C:7]([C:9]23[CH2:18][CH:13]4[CH2:14][CH:15]([CH2:17][CH:11]([CH2:12]4)[CH2:10]2)[CH2:16]3)=[O:8])[CH2:2]1.C1(C)C=CC(S(O[CH2:29][CH2:30][CH2:31][C:32]2[CH:37]=[CH:36][C:35]([Cl:38])=[CH:34][CH:33]=2)(=O)=O)=CC=1>>[Cl:38][C:35]1[CH:36]=[CH:37][C:32]([CH2:31][CH2:30][CH2:29][N:1]2[CH2:5][CH2:4][C@H:3]([NH:6][C:7]([C:9]34[CH2:18][CH:13]5[CH2:14][CH:15]([CH2:17][CH:11]([CH2:12]5)[CH2:10]3)[CH2:16]4)=[O:8])[CH2:2]2)=[CH:33][CH:34]=1

Participants

3

Reactant 2

HCID 18411848HCID 18411848, compoundHCID 49760538(S)-N-(pyrrolidin-3-yl)-1-adamantanecarboxamide

Product 1

HCID 9843986(S)-N-(1-(3-(4-chlorophenyl)propyl)pyrrolidin-3-yl)-1-adamantanecarboxamideYield 32.2%

Procedure

(S)-N-(Pyrrolidin-3-yl)-1-adamantanecarboxamide (0.5 g) and 3-(4-chlorophenyl)propyl p-toluenesulfonate (0.97 g) were reacted under the same conditions as in Example 6 to give (S)-N-(1-(3-(4-chlorophenyl)propyl)pyrrolidin-3-yl)-1-adamantanecarboxamide (0.26 g), melting point 117-119° C.

Sources & evidence

ORD record
ord-559f1e82d4c74b17bdf41f2b8235dabb
Source dataset
uspto-grants-2002_10
Patent number
US06468998B1

Reaction notes

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