2,2-Difluoroethanamine → 1-(2,2-Difluoroethyl)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea

HRID 1771533Notes

Reaction equation

HRID 1771533 reaction equation
C1(O[C:8](=[O:25])[NH:9][C:10]2[CH:15]=[CH:14][C:13]([B:16]3[O:20][C:19]([CH3:22])([CH3:21])[C:18]([CH3:24])([CH3:23])[O:17]3)=[CH:12][CH:11]=2)C=CC=CC=1.[F:26][CH:27]([F:30])[CH2:28][NH2:29]>>[F:26][CH:27]([F:30])[CH2:28][NH:29][C:8]([NH:9][C:10]1[CH:11]=[CH:12][C:13]([B:16]2[O:17][C:18]([CH3:24])([CH3:23])[C:19]([CH3:21])([CH3:22])[O:20]2)=[CH:14][CH:15]=1)=[O:25]

Participants

3

Reactant 2

HCID 1362742,2-DifluoroethanamineHCID 58885831Phenyl (4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate2×

Product 1

HCID 866911471-(2,2-Difluoroethyl)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ureaYield 48%

Procedure

Method as described for intermediate 13 using phenyl(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate (intermediate 17) and 2,2-difluoroethylamine to afford a pink oil (505 mg, 48%).

Sources & evidence

ORD record
ord-52061544e67945d084a99de13db8b836
Source dataset
uspto-grants-2016_02
Patent number
US09249129B2

Reaction notes

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