HCID 68868338, compound → HCID 86597150, compound

HRID 2373824Notes

Reaction equation

Cl.[Cl:2][C:3]1[CH:4]=[C:5]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[CH2:16][C@@H:17]([NH2:24])[C:18]2[O:22][N:21]=[C:20]([CH3:23])[N:19]=2)[CH:6]=[CH:7][C:8]=1[F:9].C(OC(N[C@@](C1C=CC=CC=1C1C=CC(F)=C(Cl)C=1)(C)C(O)=O)=O)(C)(C)C.[CH3:52][O:53][C:54]1[CH:59]=[CH:58][C:57]([C:60]2[CH:65]=[CH:64][C:63]([C:66]([F:69])([F:68])[F:67])=[CH:62][CH:61]=2)=[CH:56][C:55]=1[C:70](O)=[O:71]>>[Cl:2][C:3]1[CH:4]=[C:5]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[CH2:16][C@@H:17]([NH:24][C:70]([C:55]2[CH:56]=[C:57]([C:60]3[CH:65]=[CH:64][C:63]([C:66]([F:67])([F:69])[F:68])=[CH:62][CH:61]=3)[CH:58]=[CH:59][C:54]=2[O:53][CH3:52])=[O:71])[C:18]2[O:22][N:21]=[C:20]([CH3:23])[N:19]=2)[CH:6]=[CH:7][C:8]=1[F:9]

Participants

Reactant 3

HCID 68868338HCID 68868338, compound

HCID 69207203HCID 69207203, compound

HCID 69207437HCID 69207437, compound

Product 1

HCID 86597150HCID 86597150, compoundYield 66.4%

Procedure

4-Methoxy-4′-trifluoromethyl-biphenyl-3-carboxylic acid [2-(3′-chloro-4′-fluoro-biphenyl-2-yl)-1-(R)-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethyl]-amide (0.081 g) was prepared from 2-(3′-Chloro-4′-fluoro-biphenyl-2-yl)-1-(R)-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethylamine hydrochloride salt (0.075 g, 0.2 mmol) which was prepared from 2-(R)-tert-Butoxycarbonylamino-2-(3′-chloro-4′-fluoro-biphenyl-2-yl)-propionic acid following general procedure N and 4-methoxy-4′-trifluoromethyl-biphenyl-3-carboxylic acid (0.06 g, 0.2 mmol) following general procedure A.

Sources & evidence

ORD record: ord-c4c9d55c3076494b8c8c73c01266f4af
Source dataset: uspto-grants-2008_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07459472B2

Reaction notes

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