2-methyl-1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]propan-2-ol → HCID 58204044, compound

HRID 1849293Notes

Reaction equation

HRID 1849293 reaction equation
Br[C:2]1[CH:29]=[CH:28][C:5]2[C:6]3[N:7]=[C:8]([C:14]4[N:18]([C:19]5[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=5[F:26])[N:17]=[C:16]([NH2:27])[N:15]=4)[S:9][C:10]=3[CH2:11][CH2:12][O:13][C:4]=2[CH:3]=1.[CH3:30][C:31]([OH:48])([CH3:47])[CH2:32][N:33]1[CH:37]=[C:36](B2OC(C)(C)C(C)(C)O2)[CH:35]=[N:34]1>>[NH2:27][C:16]1[N:15]=[C:14]([C:8]2[S:9][C:10]3[CH2:11][CH2:12][O:13][C:4]4[CH:3]=[C:2]([C:36]5[CH:35]=[N:34][N:33]([CH2:32][C:31]([CH3:47])([OH:48])[CH3:30])[CH:37]=5)[CH:29]=[CH:28][C:5]=4[C:6]=3[N:7]=2)[N:18]([C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=2[F:26])[N:17]=1

Participants

3

Reactant 2

HCID 582041312-methyl-1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]propan-2-olHCID 67050534HCID 67050534, compound

Product 1

HCID 58204044HCID 58204044, compound

Procedure

Similarly to as described in General Procedure C, 5-(8-Bromo-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulen-2-yl)-1-(2,4-difluoro-phenyl)-1H-[1,2,4]triazol-3-ylamine was reacted with 2-methyl-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)propan-2-ol. Purification of the crude reaction mixture by reverse phase HPLC gave 366. LCMS: 536.1.

Workup

  1. customPurification of the crude
  2. customreaction mixture by reverse phase HPLC

Sources & evidence

ORD record
ord-2794673398dc42fd8bd53e14905dae22
Source dataset
uspto-grants-2015_02
Patent number
US08952043B2

Reaction notes

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