Hydrochloric Acid → HCID 70176492, compound

HRID 992287Notes

Reaction equation

HRID 992287 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][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=2[C:37]([F:40])([F:39])[F:38])(=O)=O)=CC=1.[ClH:42].Cl.C(O)(C)C>>[ClH:42].[F:38][C:37]([F:39])([F:40])[C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][C:31]=1[CH2:30][CH2:29][N: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

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 18411901HCID 18411901, compoundHCID 21912024Isopropanol hydrochlorideHCID 49760538(S)-N-(pyrrolidin-3-yl)-1-adamantanecarboxamide

Product 1

HCID 70176492HCID 70176492, compound

Procedure

(S)-N-(Pyrrolidin-3-yl)-1-adamantanecarboxamide (0.5 g) and 2-(2-trifluoromethylphenyl)ethyl p-toluenesulfonate (0.69 g) were reacted under the same conditions as in Example 1. After the same post-treatment as in Example 1, the obtained compound was converted to hydrochloride with 30% hydrochloric acid-isopropanol to give (S)-N-(1-(2-(2-trifluoromethylphenyl)ethyl)pyrrolidin-3-yl)-1-adamantanecarboxamide hydrochloride 1 hydrate (0.44 g), melting point 127-128° C.

Sources & evidence

ORD record
ord-e2250093f580477d9a69e2ee5ccde078
Source dataset
uspto-grants-2002_10
Patent number
US06468998B1

Reaction notes

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