6-(aminomethyl)benzo[c][1,2]oxaborol-1(3H)-ol → 8-(5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-((1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)methyl)indolizine-5-carboxamide

HRID 1037097Notes

Reaction equation

HRID 1037097 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([C:26]([F:29])([F:28])[F:27])[O:13][N:12]=[C:11]([C:14]3[C:22]4[N:18]([CH:19]=[CH:20][CH:21]=4)[C:17]([C:23]([OH:25])=O)=[CH:16][CH:15]=3)[CH2:10]2)[CH:5]=[C:6]([Cl:8])[CH:7]=1.[NH2:30][CH2:31][C:32]1[CH:33]=[CH:34][C:35]2[CH2:39][O:38][B:37]([OH:40])[C:36]=2[CH:41]=1>>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([C:26]([F:28])([F:29])[F:27])[O:13][N:12]=[C:11]([C:14]3[C:22]4[N:18]([CH:19]=[CH:20][CH:21]=4)[C:17]([C:23]([NH:30][CH2:31][C:32]4[CH:33]=[CH:34][C:35]5[CH2:39][O:38][B:37]([OH:40])[C:36]=5[CH:41]=4)=[O:25])=[CH:16][CH:15]=3)[CH2:10]2)[CH:5]=[C:6]([Cl:8])[CH:7]=1

Participants

3

Reactant 2

HCID 682815336-(aminomethyl)benzo[c][1,2]oxaborol-1(3H)-olHCID 866855228-[5-(Trifluoromethyl)-5-(3,5-dichlorophenyl)-2-isoxazoline-3-yl]indolizine-5-carboxylic acid

Product 1

HCID 715765788-(5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-((1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)methyl)indolizine-5-carboxamide

Procedure

The title compound can be prepared from 8-(5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)indolizine-5-carboxylic acid and 6-(aminomethyl)benzo[c][1,2]oxaborol-1(3H)-ol as shown by the following scheme:

Sources & evidence

ORD record
ord-f6ff28ac6d174641ba7b94400c6c7d40
Source dataset
uspto-grants-2013_10
Patent number
US08546357B2

Reaction notes

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