2-(Trifluoromethyl)benzeneboronic acid → HCID 86690942, compound

HRID 714734Notes

Reaction equation

HRID 714734 reaction equation
Br[C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([CH2:12][N:13]2[C:17](=[O:18])[N:16]([CH2:19][CH:20]([OH:25])[C:21]([F:24])([F:23])[F:22])[C:15]([C:26]3[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=3)=[N:14]2)[CH:3]=1.[F:33][C:34]([F:45])([F:44])[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=1B(O)O>>[Cl:32][C:29]1[CH:30]=[CH:31][C:26]([C:15]2[N:16]([CH2:19][CH:20]([OH:25])[C:21]([F:24])([F:22])[F:23])[C:17](=[O:18])[N:13]([CH2:12][C:4]3[CH:3]=[C:2]([C:36]4[CH:37]=[CH:38][CH:39]=[CH:40][C:35]=4[C:34]([F:45])([F:44])[F:33])[CH:11]=[CH:10][C:5]=3[C:6]([O:8][CH3:9])=[O:7])[N:14]=2)=[CH:27][CH:28]=1

Participants

3

Reactant 2

HCID 27343872-(Trifluoromethyl)benzeneboronic acidHCID 69939744HCID 69939744, compound

Product 1

HCID 86690942HCID 86690942, compound

Procedure

Analogously to the preparation of Example 122, 265 mg (0.50 mmol) of the compound from Example 104A were reacted with 149 mg (0.74 mmol) of 2-(trifluoromethyl)phenylboronic acid. This gave 113 mg (38% of theory) of the target compound of a purity of 100% and 101 mg (28% of theory) of a purity of 81%.

Sources & evidence

ORD record
ord-5ddec0467fab46de868f6d41cb53e148
Source dataset
uspto-grants-2015_11
Patent number
US09187466B2

Reaction notes

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