4-Oxazolin-2-one → 4-(cyclopropylmethoxy)-N-((Z)-2-(4-cyclopropylphenyl)-1-{[(2-hydroxyethyl)amino]carbonyl}vinyl)benzamide

HRID 1799250Notes

Reaction equation

HRID 1799250 reaction equation
[CH:1]1([CH2:4][CH2:5][O:6][C:7]2[CH:32]=[CH:31][C:10]([C:11]([NH:13]/[C:14](/[C:25]([NH:27][CH2:28][CH2:29][OH:30])=[O:26])=[CH:15]\[C:16]3[CH:21]=[CH:20][C:19]([CH:22]4[CH2:24][CH2:23]4)=[CH:18][CH:17]=3)=[O:12])=[CH:9][CH:8]=2)C[CH2:2]1.O1C=CNC1=O>>[CH:4]1([CH2:5][O:6][C:7]2[CH:32]=[CH:31][C:10]([C:11]([NH:13]/[C:14](/[C:25]([NH:27][CH2:28][CH2:29][OH:30])=[O:26])=[CH:15]\[C:16]3[CH:21]=[CH:20][C:19]([CH:22]4[CH2:24][CH2:23]4)=[CH:18][CH:17]=3)=[O:12])=[CH:9][CH:8]=2)[CH2:2][CH2:1]1

Participants

3

Reactant 2

HCID 1861144-Oxazolin-2-oneHCID 576845604-(2-Cyclopropylethoxy)-N-((Z)-2-(4-cyclopropylphenyl)-1-{[(2-hydroxyethyl)amino]carbonyl}vinyl)benzamide

Product 1

HCID 690186774-(cyclopropylmethoxy)-N-((Z)-2-(4-cyclopropylphenyl)-1-{[(2-hydroxyethyl)amino]carbonyl}vinyl)benzamide

Procedure

A reaction similar to that described in Example 1 (1c) was conducted using N-[4-(cyclopropylmethoxy)benzoyl]glycine (299 mg) prepared in Example 18 (18b) and 4-cyclopropylbenzaldehyde (184 mg) to give the corresponding oxazolone (366 mg). A reaction similar to that described in Example (1 (1d) was conducted using all this oxazolone to give 385 mg of 4-(cyclopropylmethoxy)-N-((Z)-2-(4-cyclopropylphenyl)-1-{[(2-hydroxyethyl)amino]carbonyl}vinyl)benzamide (white powder).

Workup

  1. customA reaction similar to

Sources & evidence

ORD record
ord-3b0ed3eb4d644b41a6f1a6e244d9c05c
Source dataset
uspto-grants-2013_01
Patent number
US08344029B2

Reaction notes

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