(E)-4-morpholinobut-2-enoic acid → (E)-4-morpholino-N-(3-(4-(4-phenoxyphenoxy)pyridin-3-yl)phenyl)but-2-enamide

HRID 1522299Notes

Reaction equation

HRID 1522299 reaction equation
[O:1]([C:8]1[CH:27]=[CH:26][C:11]([O:12][C:13]2[CH:18]=[CH:17][N:16]=[CH:15][C:14]=2[C:19]2[CH:20]=[C:21]([CH:23]=[CH:24][CH:25]=2)[NH2:22])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[O:28]1[CH2:33][CH2:32][N:31]([CH2:34]/[CH:35]=[CH:36]/[C:37](O)=[O:38])[CH2:30][CH2:29]1>>[O:28]1[CH2:33][CH2:32][N:31]([CH2:34]/[CH:35]=[CH:36]/[C:37]([NH:22][C:21]2[CH:23]=[CH:24][CH:25]=[C:19]([C:14]3[CH:15]=[N:16][CH:17]=[CH:18][C:13]=3[O:12][C:11]3[CH:10]=[CH:9][C:8]([O:1][C:2]4[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=4)=[CH:27][CH:26]=3)[CH:20]=2)=[O:38])[CH2:30][CH2:29]1

Participants

3

Reactant 2

HCID 22466617(E)-4-morpholinobut-2-enoic acidHCID 714740103-(4-(4-Phenoxyphenoxy)pyridin-3-yl)aniline

Product 1

HCID 71092758(E)-4-morpholino-N-(3-(4-(4-phenoxyphenoxy)pyridin-3-yl)phenyl)but-2-enamideYield 34%

Procedure

(E)-4-morpholino-N-(3-(4-(4-phenoxyphenoxy)pyridin-3-yl)phenyl)but-2-enamide was prepared from 3-(4-(4-phenoxyphenoxy)pyridin-3-yl)aniline and (E)-4-morpholinobut-2-enoic acid using Method E (34% yield). HPLC: 100%, RT=3.493 min. MS: m/z=508 [M+H]+, RT=2.27 min.

Sources & evidence

ORD record
ord-07e1459a5d294a6ab35f1b50ce45c37f
Source dataset
uspto-grants-2015_07
Patent number
US09073947B2

Reaction notes

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