(R)-3-Pyrrolidinol → (3R)-1-(2-{5-[4-(4-morpholinylcarbonyl)phenyl]-1-benzofuran-2-yl}ethyl)-3-pyrrolidinol

HRID 494784Notes

Reaction equation

HRID 494784 reaction equation
CS(O[CH2:6][CH2:7][C:8]1[O:9][C:10]2[CH:16]=[CH:15][C:14]([C:17]3[CH:22]=[CH:21][C:20]([C:23]([N:25]4[CH2:30][CH2:29][O:28][CH2:27][CH2:26]4)=[O:24])=[CH:19][CH:18]=3)=[CH:13][C:11]=2[CH:12]=1)(=O)=O.[NH:31]1[CH2:35][CH2:34][C@@H:33]([OH:36])[CH2:32]1>>[N:25]1([C:23]([C:20]2[CH:19]=[CH:18][C:17]([C:14]3[CH:15]=[CH:16][C:10]4[O:9][C:8]([CH2:7][CH2:6][N:31]5[CH2:35][CH2:34][C@@H:33]([OH:36])[CH2:32]5)=[CH:12][C:11]=4[CH:13]=3)=[CH:22][CH:21]=2)=[O:24])[CH2:30][CH2:29][O:28][CH2:27][CH2:26]1

Participants

3

Reactant 2

HCID 2759337(R)-3-PyrrolidinolHCID 222745312-{5-[4-(4-Morpholinylcarbonyl)phenyl]-1-benzofuran-2-yl}ethyl methanesulfonate

Product 1

HCID 10093599(3R)-1-(2-{5-[4-(4-morpholinylcarbonyl)phenyl]-1-benzofuran-2-yl}ethyl)-3-pyrrolidinol

Procedure

The product from Example 23D and 3-(R)-pyrrolidinol were processed as described in Example 1D to provide the titled compound. 1H NMR (300 MHz, CD3OD) δ 7.82 (m, 1H), 7.73 (d, J=8.1 Hz, 2H), 7.55 (m, 2H), 7.52 (d, J=8.1 Hz, 2H), 6.78 (s, 1H), 3.35-3.8 (m, 17H), 2.3-2.4 (m, 2H); MS (DCI) m/z 421 (M+H)+;

Sources & evidence

ORD record
ord-a59d42c463c94dd28c895eeef9a9c779
Source dataset
uspto-grants-2009_05
Patent number
US07538138B2

Reaction notes

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