Hydrochloric Acid → HCID 67881371, compound

HRID 484008Notes

Reaction equation

HRID 484008 reaction equation
[CH3:1][O:2][C:3]1[CH:20]=[CH:19][C:18]2[C@H:17]3[N:8]([CH2:9][C@@H:10]4[C@H:15]([CH2:16]3)[N:14]([S:21]([CH2:24][CH2:25][CH2:26][Cl:27])(=[O:23])=[O:22])[CH2:13][CH2:12][CH2:11]4)[CH2:7][CH2:6][C:5]=2[CH:4]=1.Cl.CO>C(O)C.CCOCC>[ClH:27].[CH3:1][O:2][C:3]1[CH:20]=[CH:19][C:18]2[C@H:17]3[N:8]([CH2:9][C@@H:10]4[C@H:15]([CH2:16]3)[N:14]([S:21]([CH2:24][CH2:25][CH2:26][Cl:27])(=[O:22])=[O:23])[CH2:13][CH2:12][CH2:11]4)[CH2:7][CH2:6][C:5]=2[CH:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 57275675HCID 57275675, compound

Product 1

HCID 67881371HCID 67881371, compound

Reagents, catalysts & solvents 1

HCID 21585056Diethyl ether ethanolSolvent

Procedure

(8aR,12aS,13aS)-3-methoxy-12-(3-chloropropanesulfonyl)-5,6,8a,9,10,11,12,12a,13,13a-decahydro-8H-isoquino[2,1-g][1,6]naphthyridine as an oil, which was converted to the hydrochloride salt in ethanol/ether mixture by treatment with anhydrous hydrochloric acid, to give (8aR,12aS,13aS)-3-methoxy-12-(3-chloropropanesulfonyl)-5,6,8a,9,10,11,12,12a,13,13a-decahydro-8H-isoquino[2,1-g][1,6]naphthyridine hydrochloride, m.p. 203°-205° C., [α]D25 =+28.7° (c=0.55, CH3OH).

Sources & evidence

ORD record
ord-c1d293a4fcd64394a6f049b75fafe012
Source dataset
uspto-grants-1993_07
Patent number
US05229387

Reaction notes

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