Phosgene → [6-Fluoro-2'-((3aS,8aR)-2-oxo-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-ylmethyl)-4'-trifluoromethyl-biphenyl-3-yl]-acetic acid methyl ester

HRID 456243Notes

Reaction equation

HRID 456243 reaction equation
[CH3:1][O:2][C:3](=[O:34])[CH2:4][C:5]1[CH:6]=[C:7]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][C:13]=2[CH2:22][NH:23][C@H:24]2[C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[CH2:26][C@H:25]2[OH:33])[C:8]([F:11])=[CH:9][CH:10]=1.[C:35](Cl)(Cl)=[O:36]>>[CH3:1][O:2][C:3](=[O:34])[CH2:4][C:5]1[CH:6]=[C:7]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:20])([F:21])[F:19])=[CH:14][C:13]=2[CH2:22][N:23]2[C@H:24]3[C:32]4[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=4[CH2:26][C@H:25]3[O:33][C:35]2=[O:36])[C:8]([F:11])=[CH:9][CH:10]=1

Participants

3

Reactant 2

HCID 6371PhosgeneHCID 66890168{6-fluoro-2'-[((1S,2R)-2-hydroxy-indan-1-ylamino)-methyl]-4'-trifluoromethyl-biphenyl-3-yl}-acetic acid methyl ester

Product 1

HCID 66892267[6-Fluoro-2'-((3aS,8aR)-2-oxo-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-ylmethyl)-4'-trifluoromethyl-biphenyl-3-yl]-acetic acid methyl ester

Procedure

Prepared according to the procedure described in Example 25, Step 5, using the following starting materials: {6-fluoro-2′-[((1S,2R)-2-hydroxy-indan-1-ylamino)-methyl]-4′-trifluoromethyl-biphenyl-3-yl}-acetic acid methyl ester and phosgene (1.9M in toluene).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-bb821c67e1be4d2b9b1eda8081e4caa0
Source dataset
uspto-grants-2013_07
Patent number
US08497381B2

Reaction notes

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