HCID 22462661, compound → HCID 21182900, compound

HRID 1387059Notes

Reaction equation

HRID 1387059 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:14]([C:16]2[C:17]3[CH:27]=[CH:26][C:25]([O:28][CH2:29][C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)=[CH:24][C:18]=3[S:19][C:20]=2N(C)C)=[O:15])[CH:5]=[CH:6][C:7]=1[CH2:8][N:9]1[CH2:13][CH2:12][CH2:11][CH2:10]1.[N:36]1([CH2:41][CH2:42][O:43][C:44]2[CH:49]=[CH:48][C:47](Br)=[CH:46][C:45]=2[O:51][CH3:52])[CH2:40][CH2:39][CH2:38][CH2:37]1>>[CH3:1][C:2]1[CH:3]=[C:4]([C:14]([C:16]2[C:17]3[CH:27]=[CH:26][C:25]([O:28][CH2:29][C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)=[CH:24][C:18]=3[S:19][C:20]=2[C:47]2[CH:48]=[CH:49][C:44]([O:43][CH2:42][CH2:41][N:36]3[CH2:40][CH2:39][CH2:38][CH2:37]3)=[C:45]([O:51][CH3:52])[CH:46]=2)=[O:15])[CH:5]=[CH:6][C:7]=1[CH2:8][N:9]1[CH2:10][CH2:11][CH2:12][CH2:13]1

Participants

3

Reactant 2

HCID 22462661HCID 22462661, compoundHCID 229943381-[2-(4-Bromo-2-methoxyphenoxy)ethyl]pyrrolidine

Product 1

HCID 21182900HCID 21182900, compoundYield 30%

Procedure

The title compound was prepared from 6-benzyloxy-2-(dimethylamino)benzo[b]thiophen-3-yl 3-methyl-4-[(1-pyrrolidinyl)methyl]phenyl ketone (Example 124, Part C) and 4-bromo-2-methoxyphenyl 2-(1-pyrrolidinyl)ethyl ether (Part A) in 30% yield after PrepLC (SiO2; gradient of 80:15:5 to 70:25:5 hexanes-THF-TEA) by essentially following the procedure detailed in Example 123, Part A.

Sources & evidence

ORD record
ord-f53948760fad409799ed1f96565d4b75
Source dataset
uspto-grants-2001_07
Patent number
US06265575B1

Reaction notes

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