Hydrochloric Acid → 3-((trans-1,5-dimethyl-2-(S)-pyrrolidinyl)methoxy)pyridine dihydrochloride

HRID 1416647Notes

Reaction equation

HRID 1416647 reaction equation
[CH3:1][N:2]1[CH:6]([CH3:7])[CH2:5][CH2:4][C@H:3]1[CH2:8][O:9][C:10]1[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=1.[ClH:16]>CCOCC>[ClH:16].[ClH:16].[CH3:1][N:2]1[C@H:6]([CH3:7])[CH2:5][CH2:4][C@H:3]1[CH2:8][O:9][C:10]1[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54567930HCID 54567930, compound

Product 1

HCID 675863103-((trans-1,5-dimethyl-2-(S)-pyrrolidinyl)methoxy)pyridine dihydrochloride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A 25 mg sample of the compound of compound from step 89a was treated with HCl in ether according to Example 14c to afford 37 mg of the title compound. MS (DCI/NH3) m/e: 207 (M+H)+. 1H NMR (D2O, 300 MHz) δ: 8.42-8.38 (m, 1H), 8.34-8.28 (m, 11), 7.80-7.76 (m, 1H1), 7.67-7.63 (m, 1H), 4.60-4.54 (m, 11H), 4.47-4.41 (m, 1H), 4.03-3.95 (m, 1H), 3.62-3.52 (m, 1H), 3.03 (s, 3H), 2.40-2.30 (m, 2H), 2.13-2.03 (m, 1H1), 1.93-1.80 (m, 1H), 1.47 (d, J=6.7 Hz, 3H). [α]25D =+15.420 (c=0.50, methanol). Anal. Calc. for C12H18N2O·0.40 HCl: C, 49.06; H, 7.00; N, 9.54; Found: C, 49.22; H, 6.47; N, 9.69.

Sources & evidence

ORD record
ord-d417e93fe6954537ae1569a2a411f2d4
Source dataset
uspto-grants-1999_06
Patent number
US05914328

Reaction notes

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