HCID 68227697, compound → HCID 86729797, compound

HRID 1027596Notes

Reaction equation

HRID 1027596 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([C:24]([F:27])([F:26])[F:25])[O:13][N:12]=[C:11]([C:14]3[CH:22]=[C:21]([CH3:23])[C:17]([C:18]([OH:20])=O)=[CH:16][N:15]=3)[CH2:10]2)[CH:5]=[C:6]([Cl:8])[CH:7]=1.[NH2:28][C@@H:29]1[CH2:33][O:32][N:31]([CH2:34][C:35]([F:38])([F:37])[F:36])[C:30]1=[O:39].FC(F)(F)CN1C(=O)[C@H](C2C=CC=CC=2C(N)=O)CO1>>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([C:24]([F:25])([F:27])[F:26])[O:13][N:12]=[C:11]([C:14]3[CH:22]=[C:21]([CH3:23])[C:17]([C:18]([NH:28][C@@H:29]4[CH2:33][O:32][N:31]([CH2:34][C:35]([F:37])([F:36])[F:38])[C:30]4=[O:39])=[O:20])=[CH:16][N:15]=3)[CH2:10]2)[CH:5]=[C:6]([Cl:8])[CH:7]=1

Participants

4

Reactant 3

HCID 68227697HCID 68227697, compoundHCID 68228244HCID 68228244, compoundHCID 86729798HCID 86729798, compound

Product 1

HCID 86729797HCID 86729797, compound

Procedure

The title compound was obtained by coupling the carboxylic acid obtained in Step E (0.15 g) with (R)-4-Amino-2-(2,2,2-trifluoro-ethyl)-isoxazolidin-3-one (0.10 g, obtained as described in Example 3 for the preparation of compound B5) as described in Example 12, Step C. The title product was obtained as a white solid (48 mg). M.p. 53-55° C. LCMS (Method F) 2.13 min, M+H 583/585.

Workup

  1. customobtained

Sources & evidence

ORD record
ord-7fdfdc47b9be4c14bb1e4d5191768b10
Source dataset
uspto-grants-2014_05
Patent number
US08735362B2

Reaction notes

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