4-{2,5-Dichloro-4-[3-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-pyridin-2-yloxyl]-phenyl}-but-3-enoic acid → 4-{2,5-Dichloro-4-[3-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-pyridin-2-yloxy]-phenyl}-butyric acid

HRID 1877432Notes

Reaction equation

ClC1C=C(OC2C(C(N3C4C(=CC=CC=4)N(C4CC4)CC3)=O)=CC=CN=2)C(Cl)=CC=1C=CC(O)=O.[Cl:36][C:37]1[CH:42]=[C:41]([O:43][C:44]2[C:49]([C:50]([N:52]3[C:61]4[C:56](=[CH:57][CH:58]=[CH:59][CH:60]=4)[N:55]([CH:62]4[CH2:64][CH2:63]4)[CH2:54][CH2:53]3)=[O:51])=[CH:48][CH:47]=[CH:46][N:45]=2)[C:40]([Cl:65])=[CH:39][C:38]=1[CH:66]=[CH:67][CH2:68][C:69]([OH:71])=[O:70]>>[Cl:36][C:37]1[CH:42]=[C:41]([O:43][C:44]2[C:49]([C:50]([N:52]3[C:61]4[C:56](=[CH:57][CH:58]=[CH:59][CH:60]=4)[N:55]([CH:62]4[CH2:63][CH2:64]4)[CH2:54][CH2:53]3)=[O:51])=[CH:48][CH:47]=[CH:46][N:45]=2)[C:40]([Cl:65])=[CH:39][C:38]=1[CH2:66][CH2:67][CH2:68][C:69]([OH:71])=[O:70]

Participants

Reactant 2

HCID 673660664-{2,5-Dichloro-4-[3-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-pyridin-2-yloxyl]-phenyl}-but-3-enoic acid

HCID 673687943-{2,5-Dichloro-4-[3-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-pyridin-2-yloxy]-phenyl}-acrylic acid

Product 1

HCID 592945494-{2,5-Dichloro-4-[3-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-pyridin-2-yloxy]-phenyl}-butyric acid

Procedure

The title compound was prepared in analogy to Example 173 replacing 3-{2,5-dichloro-4-[3-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-pyridin-2-yloxy]-phenyl}-acrylic acid with 4-{2,5-dichloro-4-[3-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-pyridin-2-yloxy]-phenyl}-but-3-enoic acid (Example 175). MS (ISP): 526.3 [M+H]+.

Sources & evidence

ORD record: ord-aa0c616f79d44b269e58b2b511cc6249
Source dataset: uspto-grants-2012_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08309734B2

Reaction notes

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