Ethyl Acetate → HCID 67171881, compound

HRID 1969260Notes

Reaction equation

HRID 1969260 reaction equation
[CH2:1](OC(=O)C)[CH3:2].[CH2:7]([N:10]1[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1)[C:8]#[CH:9].[CH2:16]([O:18][C:19](=[O:56])[CH2:20][O:21][C:22]1[CH:27]=[CH:26][C:25]([S:28][C:29]2[CH:34]=[C:33](C#CC3C=CC(CO)=CC=3)[CH:32]=[C:31]([O:45][CH2:46][CH2:47][C:48]3[CH:53]=CC(Cl)=CC=3)[CH:30]=2)=[CH:24][C:23]=1[CH3:55])[CH3:17]>>[CH2:16]([O:18][C:19](=[O:56])[CH2:20][O:21][C:22]1[CH:27]=[CH:26][C:25]([S:28][C:29]2[CH:34]=[C:33]([C:9]#[C:8][CH2:7][N:10]3[CH2:15][CH2:14][O:13][CH2:12][CH2:11]3)[CH:32]=[C:31]([O:45][CH2:46][CH:47]([CH2:1][CH3:2])[CH2:48][CH3:53])[CH:30]=2)=[CH:24][C:23]=1[CH3:55])[CH3:17]

Participants

4

Reactant 3

HCID 8857Ethyl AcetateHCID 4129414-(2-Propyn-1-yl)morpholineHCID 67024299{4-[3-[2-(4-Chloro-phenyl)-ethoxy]-5-(4-hydroxymethyl-phenylethynyl)-phenylsulfanyl]-2-methylphenoxy}-acetic acid ethyl ester

Product 1

HCID 67171881HCID 67171881, compound

Procedure

The title product was prepared from 4-(3-Bromo-5-cyclopentyloxy-phenylsulfanyl)-2-methyl-phenoxy]-acetic acid ethyl ester (200 mg; 0.42 mmol) and 4-prop-2-ynyl-morpholine (156.0 mg; 1.26 mmol) applying the procedure described for {4-[3-[2-(4-Chloro-phenyl)-ethoxy]-5-(4-hydroxymethyl-phenylethynyl)-phenylsulfanyl]-2-methyl-phenoxy}-acetic acid ethyl ester. The crude product was purified by preparative HPLC (method B). Yield: 210 mg (95%). HPLC-MS: m/z: 526.2 (M+H)+; Rt: 2.23 min

Workup

  1. customThe crude product was purified by preparative HPLC (method B)

Sources & evidence

ORD record
ord-51d99c8f38a24bf99104d922d72299b7
Source dataset
uspto-grants-2013_04
Patent number
US08426473B2

Reaction notes

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