Hydrochloric Acid → (R)-3-[2-(2-hydroxymethylpyrrolidin-1-yl)ethyl]-5-methylisocoumarin hydrochloride

HRID 1352421Notes

Reaction equation

HRID 1352421 reaction equation
[OH:1][CH2:2][C@H:3]1[CH2:7][CH2:6][CH2:5][N:4]1[CH2:8][CH2:9][C:10]1[O:11][C:12]([C:14]2[C:19]([CH:20]=1)=[C:18]([CH3:21])[CH:17]=[CH:16][CH:15]=2)=[O:13].[ClH:22]>>[ClH:22].[OH:1][CH2:2][C@H:3]1[CH2:7][CH2:6][CH2:5][N:4]1[CH2:8][CH2:9][C:10]1[O:11][C:12]([C:14]2[C:19]([CH:20]=1)=[C:18]([CH3:21])[CH:17]=[CH:16][CH:15]=2)=[O:13]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 58863423(R)-3-[2-(2-hydroxymethylpyrrolidin-1-yl)ethyl]-5-methylisocoumarin

Product 1

HCID 68644204(R)-3-[2-(2-hydroxymethylpyrrolidin-1-yl)ethyl]-5-methylisocoumarin hydrochloride

Procedure

Using a known method, (R)-3-[2-(2-hydroxymethylpyrrolidin-1-yl)ethyl]-5-methylisocoumarin was converted to a hydrochloride to give (R)-3-[2-(2-hydroxymethylpyrrolidin-1-yl)ethyl]-5-methylisocoumarin hydrochloride. 1H-NMR(DMSO-d6)δ: 1.70–2.18(4H, m), 2.47(3H, s), 3.08–3.22(3H, m), 3.60–3.85(5H, m), 5.51(1H, brs), 6.82(1H, s), 7.47(1H, t, J=8 Hz), 7.69(1H, d, J=7 Hz), 7.99(1H, d, J=8 Hz), 10.31(1H, brs)

Sources & evidence

ORD record
ord-432a2610c315488984012c483be04a4b
Source dataset
uspto-grants-2007_05
Patent number
US07220759B2

Reaction notes

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