methyl 6H-thieno[2,3-b]pyrrole-5-carboxylate → HCID 68580509, compound

HRID 642734Notes

Reaction equation

HRID 642734 reaction equation
[S:1]1[C:5]2[NH:6][C:7]([C:9]([O:11][CH3:12])=[O:10])=[CH:8][C:4]=2[CH:3]=[CH:2]1.Br[CH2:14][C:15]1[C:24]2[C:19](=[CH:20][CH:21]=[C:22]([F:25])[CH:23]=2)[CH:18]=[CH:17][CH:16]=1>>[CH3:12][O:11][C:9]([C:7]1[N:6]([CH2:14][C:15]2[C:24]3[C:19](=[CH:20][CH:21]=[C:22]([F:25])[CH:23]=3)[CH:18]=[CH:17][CH:16]=2)[C:5]2[S:1][CH:2]=[CH:3][C:4]=2[CH:8]=1)=[O:10]

Participants

3

Reactant 2

HCID 7164601methyl 6H-thieno[2,3-b]pyrrole-5-carboxylateHCID 156574201-(Bromomethyl)-7-fluoronaphthalene

Product 1

HCID 68580509HCID 68580509, compound

Procedure

Using general procedure B, methyl 6H-thieno[2,3-b]pyrrole-5-carboxylate was coupled with 1-bromomethyl-7-fluoro-naphthalene (from Example 49.3.) to give 6-(7-fluoro-naphthalen-1-ylmethyl)-6H-thieno[2,3-b]pyrrole-5-carboxylic acid methyl ester which was hydrolyzed as described in the general procedure B (Exp. 2.2) to give the title compound as a white solid. MS: 324.5 ([M−H]−).

Sources & evidence

ORD record
ord-769afc50e4284dcbb15a0afe2af0479e
Source dataset
uspto-grants-2010_04
Patent number
US07696240B2

Reaction notes

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