HCID 45094528, compound → 3-(5-Ethoxy-pyridin-3-yl)-3-{5-[2-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-ethoxy]-indol-1-yl}-propionic acid

HRID 24054Notes

Reaction equation

HRID 24054 reaction equation
C([O:3][C:4](=[O:16])[C:5]#[C:6][C:7]1[CH:8]=[N:9][CH:10]=[C:11]([O:13][CH2:14][CH3:15])[CH:12]=1)C.C(OC([N:24]1[C:33]2[C:28](=[CH:29][CH:30]=[C:31]([CH2:34][CH2:35][O:36][C:37]3[CH:38]=[C:39]4[C:43](=[CH:44][CH:45]=3)[NH:42][CH:41]=[CH:40]4)[N:32]=2)[CH2:27][CH2:26][CH2:25]1)=O)(C)(C)C>>[CH2:14]([O:13][C:11]1[CH:12]=[C:7]([CH:6]([N:42]2[C:43]3[C:39](=[CH:38][C:37]([O:36][CH2:35][CH2:34][C:31]4[CH:30]=[CH:29][C:28]5[CH2:27][CH2:26][CH2:25][NH:24][C:33]=5[N:32]=4)=[CH:45][CH:44]=3)[CH:40]=[CH:41]2)[CH2:5][C:4]([OH:3])=[O:16])[CH:8]=[N:9][CH:10]=1)[CH3:15]

Participants

3

Reactant 2

HCID 45094528HCID 45094528, compoundHCID 668210837-[2-(1H-indol-5-yloxy)-ethyl]-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester

Product 1

HCID 102778703-(5-Ethoxy-pyridin-3-yl)-3-{5-[2-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-ethoxy]-indol-1-yl}-propionic acidYield 70%

Procedure

The title compound was synthesized from (5-ethoxy-pyridin-3-yl)-propynoic acid ethyl ester and 7-[2-(1H-indol-5-yloxy)-ethyl]-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester using the procedure described in Example 16, step (d1), in 70% yield. Mass Spectrum (LCMS, ESI) calculated for C35H40N4O6: 513.2 (M-Boc+H); found: 513.3 (-Boc).

Sources & evidence

ORD record
ord-f0219740b7314500a46f184644c6fd63
Source dataset
uspto-grants-2005_02
Patent number
US06855722B2

Reaction notes

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