Acryloyl chloride → HCID 86721814, compound

HRID 1522222Notes

Reaction equation

HRID 1522222 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH2:8])[C:3]=1I.[NH2:10][C:11]1[CH:12]=[CH:13][C:14]([F:18])=[C:15]([OH:17])[CH:16]=1.[O:19]([C:26]1[CH:31]=[CH:30][C:29](B(O)O)=[CH:28][CH:27]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.[C:35](Cl)(=[O:38])[CH:36]=[CH2:37]>>[NH2:8][C:4]1[C:3]([C:23]2[CH:24]=[CH:25][C:20]([O:19][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[CH:21][CH:22]=2)=[C:2]([O:17][C:15]2[CH:16]=[C:11]([NH:10][C:35](=[O:38])[CH:36]=[CH2:37])[CH:12]=[CH:13][C:14]=2[F:18])[CH:7]=[CH:6][N:5]=1

Participants

5

Reactant 4

HCID 13140Acryloyl chlorideHCID 27343774-Phenoxyphenylboronic acidHCID 226414135-Amino-2-fluorophenolHCID 229365964-Chloro-3-iodopyridin-2-amine

Product 1

HCID 86721814HCID 86721814, compound

Procedure

N-(3-((2-amino-3-(4-phenoxyphenyl)pyridin-4-yl)oxy)-4-fluorophenyl)acrylamide was prepared from 4-chloro-3-iodopyridin-2-amine, 5-amino-2-fluorophenol, (4-phenoxyphenyl)boronic acid and acryloyl chloride using methods A, C, and F. HPLC: 100%. MS: m/z=442 [M+H]+. 1H-NMR (DMSO-D6) δ 10.35 (s, 1H), 7.96 (d, 1H), 7.79 (d, 1H), 7.45-7.38 (m, 6H), 7.21-7.10 (m, 6H), 6.41-6.36 (m, 2H), 6.26 (d, 1H), 5.79 (d, 1H).

Sources & evidence

ORD record
ord-2537a7c6983a43e98f2169ff35dd142f
Source dataset
uspto-grants-2015_07
Patent number
US09073947B2

Reaction notes

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