beta-Alaninamide → N-(2-Carbamoyl-ethyl)-2,5-dichloro-4-[3-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-pyridin-4-yloxy]-benzamide

HRID 1967032

Reaction equation

[Cl:1][C:2]1[CH:15]=[C:14]([O:16][C:17]2[CH:22]=[CH:21][N:20]=[CH:19][C:18]=2[C:23]([N:25]2[C:34]3[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=3)[N:28]([CH:35]3[CH2:37][CH2:36]3)[CH2:27][CH2:26]2)=[O:24])[C:13]([Cl:38])=[CH:12][C:3]=1[C:4]([NH:6][CH2:7][CH2:8][C:9](O)=[O:10])=[O:5].[NH2:39]CCC(N)=O>>[C:9]([CH2:8][CH2:7][NH:6][C:4](=[O:5])[C:3]1[CH:12]=[C:13]([Cl:38])[C:14]([O:16][C:17]2[CH:22]=[CH:21][N:20]=[CH:19][C:18]=2[C:23]([N:25]2[C:34]3[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=3)[N:28]([CH:35]3[CH2:36][CH2:37]3)[CH2:27][CH2:26]2)=[O:24])=[CH:15][C:2]=1[Cl:1])(=[O:10])[NH2:39]

Participants

Reactant 2

HCID 192802beta-Alaninamide

HCID 533122813-{2,5-Dichloro-4-[3-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-pyridin-4-yloxy]-benzoylamino}-propionic acid

Product 1

HCID 53311271N-(2-Carbamoyl-ethyl)-2,5-dichloro-4-[3-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-pyridin-4-yloxy]-benzamide

Procedure

The title compound was prepared in analogy to Example 52, from 3-{2,5-dichloro-4-[3-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-pyridin-4-yloxy]-benzoylamino}-propionic acid (Example 34) and 3-amino-propionamide (commercially available, CAS RN 4726-85-6). Light brown foam (74%). MS (ESI): m/z=554.136 [M+H]+.

Sources & evidence

ORD record: ord-8eb9aa95e6154d34be36489a38fc332c
Source dataset: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08420647B2

Linked notes

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