3-(Pyrrolidin-1-ylmethyl)thiomorpholine → 4-(6-Methoxy-3-oxoindan-1-carbonyl)-3-(pyrrolidin-1-ylmethyl)thiomorpholine hydrochloride

HRID 326747Notes

Reaction equation

HRID 326747 reaction equation
[N:1]1([CH2:6][CH:7]2[CH2:12][S:11][CH2:10][CH2:9][NH:8]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:13][O:14][C:15]1[CH:23]=[C:22]2[C:18]([C:19](=[O:27])[CH2:20][CH:21]2[C:24]([Cl:26])=[O:25])=[CH:17][CH:16]=1>C(N(CC)CC)C>[ClH:26].[CH3:13][O:14][C:15]1[CH:23]=[C:22]2[C:18]([C:19](=[O:27])[CH2:20][CH:21]2[C:24]([N:8]2[CH2:9][CH2:10][S:11][CH2:12][CH:7]2[CH2:6][N:1]2[CH2:2][CH2:3][CH2:4][CH2:5]2)=[O:25])=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 157301473-(Pyrrolidin-1-ylmethyl)thiomorpholineHCID 189150696-Methoxy3-oxoindan-1-carbonyl chloride

Product 1

HCID 189150334-(6-Methoxy-3-oxoindan-1-carbonyl)-3-(pyrrolidin-1-ylmethyl)thiomorpholine hydrochlorideYield 42.1%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

The procedure described in Example 24 was repeated, but using 0.97 g of 3-(pyrrolidin-1-ylmethyl)thiomorpholine, 1.39 ml of triethylamine and 1.23 g of 6-methoxy3-oxoindan-1-carbonyl chloride, to afford 0.9 g of the title compound, melting at 225°-233° C.

Sources & evidence

ORD record
ord-9ec4b6bcd2d4492984334a95d76526f2
Source dataset
uspto-grants-1993_12
Patent number
US05270327

Reaction notes

Loading…