3-(2,4-Difluorophenyl)acrylic Acid → HCID 68445081, compound

HRID 505492Notes

Reaction equation

C[O:2][C:3](=[O:29])[C@@H:4]([NH2:28])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH2:14][C:15]2[N:16]=[C:17]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[O:18][C:19]=2[CH3:20])=[C:8]([Br:27])[CH:7]=1.[F:30][C:31]1[CH:41]=[C:40]([F:42])[CH:39]=[CH:38][C:32]=1[CH:33]=[CH:34][C:35](O)=[O:36]>>[Br:27][C:8]1[CH:7]=[C:6]([CH2:5][C@H:4]([NH:28][C:35](=[O:36])[CH:34]=[CH:33][C:32]2[CH:38]=[CH:39][C:40]([F:42])=[CH:41][C:31]=2[F:30])[C:3]([OH:2])=[O:29])[CH:11]=[CH:10][C:9]=1[O:12][CH2:13][CH2:14][C:15]1[N:16]=[C:17]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[O:18][C:19]=1[CH3:20]

Participants

Reactant 2

HCID 6035023-(2,4-Difluorophenyl)acrylic Acid

HCID 68445645(2S)-2-Amino-3-{3-bromo-4-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)-ethoxy]-phenyl}-propionic acid methyl ester

Product 1

HCID 68445081HCID 68445081, compoundYield 31%

Procedure

Following the procedures described in Example 1, Intermediate 3B was used in place of Intermediate 3A, and 2,4-difluorocinnamic acid was used in place of cinnamic acid to give (2S)-3-{3-bromo-4-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]-phenyl}-2-(3-(2,4-difluorophenyl)-acryloylamino)-propanoic acid as a white solid with the yield of 31% and mp of 221-223° C.

Sources & evidence

ORD record: ord-10d6a3de7e074de0aba304d2292fc9cc
Source dataset: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07781468B2

Reaction notes

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