1-[2-(2-Benzyloxymethyl-4-bromophenoxy)ethyl]pyrrolidine → 6-Benzyloxy-2-[3-benzyloxymethyl-4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl 3-Methoxy-4-(4-morpholinylmethyl)phenyl Ketone

HRID 1387123Notes

Reaction equation

HRID 1387123 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:16]([C:18]2[C:19]3[CH:29]=[CH:28][C:27]([O:30][CH2:31][C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=4)=[CH:26][C:20]=3[S:21][C:22]=2N(C)C)=[O:17])[CH:6]=[CH:7][C:8]=1[CH2:9][N:10]1[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1.[CH2:38]([O:45][CH2:46][C:47]1[CH:60]=[C:59](Br)[CH:58]=[CH:57][C:48]=1[O:49][CH2:50][CH2:51][N:52]1[CH2:56][CH2:55][CH2:54][CH2:53]1)[C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:16]([C:18]2[C:19]3[CH:29]=[CH:28][C:27]([O:30][CH2:31][C:32]4[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=4)=[CH:26][C:20]=3[S:21][C:22]=2[C:59]2[CH:58]=[CH:57][C:48]([O:49][CH2:50][CH2:51][N:52]3[CH2:53][CH2:54][CH2:55][CH2:56]3)=[C:47]([CH2:46][O:45][CH2:38][C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=3)[CH:60]=2)=[O:17])[CH:6]=[CH:7][C:8]=1[CH2:9][N:10]1[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1

Participants

3

Reactant 2

HCID 211827551-[2-(2-Benzyloxymethyl-4-bromophenoxy)ethyl]pyrrolidineHCID 224627876-Benzyloxy-2-(dimethylamino)benzo[b]thiophen-3-yl 3-methoxy-4-[(4-morpholinyl)methyl]phenyl ketone

Product 1

HCID 211828766-Benzyloxy-2-[3-benzyloxymethyl-4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl 3-Methoxy-4-(4-morpholinylmethyl)phenyl KetoneYield 11%

Procedure

The title compound was prepared in 11% yield by essentially following the procedures outlined in Example 81, Part E, from 6-benzyloxy-2-(dimethylamino)benzo[b]thiophen-3-yl 3-methoxy-4-[(4-morpholinyl)methyl]phenyl ketone (Example 49, Part C) and 1-[2-(2-benzyloxymethyl-4-bromophenoxy)ethyl]pyrrolidine (Part A).

Sources & evidence

ORD record
ord-58f9242ffc1c4a2dae02f0d8b9e27460
Source dataset
uspto-grants-2001_07
Patent number
US06265575B1

Reaction notes

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