3-(Pyrrolidin-1-ylmethyl)thiomorpholine → 4-(5-Methyl-3-oxoindan-1-carbonyl) 3-(pyrrolidin-1-ylmethyl)thiomorpholine hydrochloride

HRID 326745Notes

Reaction equation

HRID 326745 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][C:14]1[CH:15]=[C:16]2[C:20](=[CH:21][CH:22]=1)[CH:19]([C:23]([Cl:25])=[O:24])[CH2:18][C:17]2=[O:26]>C(N(CC)CC)C>[ClH:25].[CH3:13][C:14]1[CH:15]=[C:16]2[C:20](=[CH:21][CH:22]=1)[CH:19]([C:23]([N:8]1[CH2:9][CH2:10][S:11][CH2:12][CH:7]1[CH2:6][N:1]1[CH2:2][CH2:3][CH2:4][CH2:5]1)=[O:24])[CH2:18][C:17]2=[O:26]

Participants

4

Reactant 2

HCID 157301473-(Pyrrolidin-1-ylmethyl)thiomorpholineHCID 157301485-Methyl-3-oxoindan-1-carbonyl chloride

Product 1

HCID 189151354-(5-Methyl-3-oxoindan-1-carbonyl) 3-(pyrrolidin-1-ylmethyl)thiomorpholine hydrochlorideYield 69.2%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

The procedure described in Example 24 was repeated but using 0.92 g of 3-(pyrrolidin-1-ylmethyl)thiomorpholine, 1.64 ml of triethylamine and 1.66 g of 5-methyl-3-oxoindan-1-carbonyl chloride, to afford 1.35 g of the title compound, melting at 232°-234° C.

Sources & evidence

ORD record
ord-e5e86668469b481282c8252f87354d06
Source dataset
uspto-grants-1993_12
Patent number
US05270327

Reaction notes

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