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

HRID 2373246Notes

Reaction equation

HRID 2373246 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-2616169e7f054e47aa8ceedf5057e5f8
Source dataset
uspto-grants-2008_12
Patent number
US07459465B2

Reaction notes

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