Indole-3-Butyric Acid → HCID 21703087, compound

HRID 1596767Notes

Reaction equation

HRID 1596767 reaction equation
N1C2C(=CC=CC=2)C(CCCC(O)=O)=[CH:2]1.[CH2:16]([N:23]([CH2:37][CH2:38][O:39][C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][C:41]=1[O:46][CH3:47])[C:24](=[O:36])[CH2:25][CH2:26][C:27]1[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[NH:29][CH:28]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[CH2:16]([N:23]([CH2:37][CH2:38][O:39][C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][C:41]=1[O:46][CH3:47])[C:24](=[O:36])[CH2:25][CH:26]([C:27]1[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[NH:29][CH:28]=1)[CH3:2])[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

3

Reactant 2

HCID 8617Indole-3-Butyric AcidHCID 11362390HCID 11362390, compound

Product 1

HCID 21703087HCID 21703087, compound

Procedure

Replacing 3-indole propionic acid with 3-indole butyric acid (1.8 g, 8.9 mmol) in (4a) above afforded N-benzyl-3-(1H-indol-3-yl)-N-[2-(2-methoxy-phenoxy)-ethyl]buty-anide (1.3 g; 78%) as a white foam. MS FAB m/e 443 (M+H)+ MS FAB m/e 465 (M+Na)+

Workup

  1. customabove afforded N-benzyl-3-(1H-indol-3-yl)-N-[2-(2-methoxy-phenoxy)-ethyl]buty-anide (1.3 g; 78%) as a white foam

Sources & evidence

ORD record
ord-6613f61bfca2440cad7ed04a09060bf0
Source dataset
uspto-grants-2001_09
Patent number
US06291683B1

Reaction notes

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