Hydrochloric Acid → HCID 70197051, compound

HRID 1608993Notes

Reaction equation

HRID 1608993 reaction equation
[CH3:1][N:2]1[CH2:7][CH:6]=[C:5]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14](C[C@H]4C[O:21]C(=O)N4)[CH:15]=3)[NH:10][CH:9]=2)[CH2:4][CH2:3]1.Cl.N(C1C=CC(C[C@@H:32]2[CH2:36][O:35][C:34](=[O:37])[NH:33]2)=CC=1)N.O.CN1CC=C(C2C3C(=CC=C(C[C@@H]4COC(=O)N4)C=3)NC=2)CC1.Cl>>[OH2:21].[CH3:1][N:2]1[CH2:7][CH:6]=[C:5]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([C@@H:32]4[CH2:36][O:35][C:34](=[O:37])[NH:33]4)[CH:15]=3)[NH:10][CH:9]=2)[CH2:4][CH2:3]1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 54060679HCID 54060679, compoundHCID 70193605HCID 70193605, compoundHCID 70195376HCID 70195376, compound

Product 1

HCID 70197051HCID 70197051, compound

Procedure

By steps analogous to steps (a) to (c) of Synthetic Example 14, the product from step (a) was converted to (R)-3-(1-methyl-1,2,3,6-tetrahydro-4-pyridyl)-5-(2-oxo-1,3-oxazolidin-4-ylmethyl)-1H-indole hydrate, mp 229°-231° C., [α]D18 +24.9° (c=0.5, 1N aqu. HCl). Elemental analysis and 1H NMR were consistent with the proposed structure.

Sources & evidence

ORD record
ord-0cb5c5b25f824c86a3d76a3365b16317
Source dataset
uspto-grants-1995_03
Patent number
US05399574

Reaction notes

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