Tetrahydrofuran → HCID 22462783, compound

HRID 1937181Notes

Reaction equation

HRID 1937181 reaction equation
C([O:8][C:9]1[CH:10]=[CH:11][C:12]2[CH:16]=[C:15](N(C)C)[S:14][C:13]=2[CH:20]=1)C1C=CC=CC=1.Cl.[N:22]1([CH2:27][CH2:28][O:29][C:30]2[CH:38]=[CH:37][C:33]([C:34](Cl)=O)=[CH:32][CH:31]=2)[CH2:26][CH2:25][CH2:24][CH2:23]1.[CH2:39]1[CH2:43][O:42][CH2:41][CH2:40]1>>[OH:8][C:9]1[CH:10]=[CH:11][C:12]2[C:16]([CH2:34][C:33]3[CH:37]=[CH:38][C:30]([O:29][CH2:28][CH2:27][N:22]4[CH2:26][CH2:25][CH2:24][CH2:23]4)=[CH:31][CH:32]=3)=[C:15]([C:30]3[CH:38]=[CH:39][C:43]([O:42][CH2:41][CH2:40][CH2:24][C:23]#[N:22])=[CH:32][CH:31]=3)[S:14][C:13]=2[CH:20]=1

Participants

4

Reactant 3

HCID 8028TetrahydrofuranHCID 106129946-Benzyloxy-2-dimethylaminobenzo[b]thiopheneHCID 2246268384449-68-3

Product 1

HCID 22462783HCID 22462783, compoundYield 38%

Procedure

By essentially following the proceedure described in Example 16, Part A, the title compound was prepared as an oil starting from 6-benzyloxy-2-dimethylaminobenzo[b]thiophene and 4-[2-(1-pyrrolidinyl)ethoxy]benzoyl chloride hydrochloride in 38% yield following MPLC (SiO2; 15% then 20% then 30% THF with 5% TEA in hexanes).

Sources & evidence

ORD record
ord-91887b3e704b464294558b62f808af3c
Source dataset
uspto-grants-2002_05
Patent number
US06391901B1

Reaction notes

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