1H-Pyrrole-2-carboxylic acid, 5-methyl-, ethyl ester → 5-Methyl-4-(3-naphthalen-2-yl-acryloyl)-1H-pyrrole-2-carboxylic acid ethyl ester

HRID 1434807Notes

Reaction equation

HRID 1434807 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[NH:7][C:8]([CH3:11])=[CH:9][CH:10]=1)=[O:5])[CH3:2].[CH:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][C:13]=1[CH:22]=[CH:23][C:24](Cl)=[O:25]>>[CH2:1]([O:3][C:4]([C:6]1[NH:7][C:8]([CH3:11])=[C:9]([C:24](=[O:25])[CH:23]=[CH:22][C:13]2[CH:14]=[CH:15][C:16]3[C:21](=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH:12]=2)[CH:10]=1)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 965981H-Pyrrole-2-carboxylic acid, 5-methyl-, ethyl esterHCID 539283953-(Naphthalen-2-yl)prop-2-enoyl chloride

Product 1

HCID 669221275-Methyl-4-(3-naphthalen-2-yl-acryloyl)-1H-pyrrole-2-carboxylic acid ethyl ester

Procedure

5-Methyl-4-(3-naphthalen-2-yl-acryloyl)-1H-pyrrole-2-carboxylic acid ethyl ester (132) was synthesized from 5-methyl-1H-pyrrole-2-carboxylic acid ethyl ester (107) and 3-naphthalen-2-yl-acryloyl chloride following the procedure described in Example 32. Reaction conditions: 1,2-dichloromethane/−40° C.→RT. Purification: no purification. LC/MS: 40%.

Workup

  1. customReaction conditions
  2. customPurification
  3. customno purification

Sources & evidence

ORD record
ord-767c2c36ed944b82b2dc4f1cb60998c8
Source dataset
uspto-grants-2009_11
Patent number
US07615572B2

Reaction notes

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