(4-Bromo-phenoxy)-triisopropylsilane → HCID 22462783, compound

HRID 1937182Notes

Reaction equation

HRID 1937182 reaction equation
[N:1]1([CH2:6][CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]([C:17]3[C:18]4[CH:28]=[CH:27][C:26]([O:29]CC5C=CC=CC=5)=[CH:25][C:19]=4[S:20][C:21]=3N(C)C)=O)=[CH:11][CH:10]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.Br[C:38]1[CH:43]=[CH:42][C:41]([O:44][Si](C(C)C)(C(C)C)C(C)C)=[CH:40][CH:39]=1>C1COCC1>[OH:29][C:26]1[CH:27]=[CH:28][C:18]2[C:17]([CH2:15][C:12]3[CH:13]=[CH:14][C:9]([O:8][CH2:7][CH2:6][N:1]4[CH2:5][CH2:4][CH2:3][CH2:2]4)=[CH:10][CH:11]=3)=[C:21]([C:38]3[CH:39]=[CH:40][C:41]([O:44][CH2:5][CH2:4][CH2:3][C:2]#[N:1])=[CH:42][CH:43]=3)[S:20][C:19]=2[CH:25]=1

Participants

4

Reactant 2

HCID 536194(4-Bromo-phenoxy)-triisopropylsilaneHCID 22462713HCID 22462713, compound

Product 1

HCID 22462783HCID 22462783, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

By essentially following the proceedure described in Example 16, Part C, the title compound was prepared as an oil starting from 6-benzyloxy-2-dimethylaminobenzo[b]thiophene-3-yl 4-[2-(1-pyrrolidinyl)ethoxy]phenyl ketone (Part A) and 1-bromo-4-(triisopropylsilyloxy)benzene in 57% yield following MPLC (SiO2; 10% then 15% then 20% THF with 5% TEA in hexanes).

Sources & evidence

ORD record
ord-f8ca6e4b9d5844cb9b3c96a9797b4623
Source dataset
uspto-grants-2002_05
Patent number
US06391901B1

Reaction notes

Loading…