3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]propan-1-ol → HCID 67813904, compound

HRID 2279761Notes

Reaction equation

HRID 2279761 reaction equation
CC1(C)C(C)(C)OB(C2C=NN(CCCO)C=2)O1.C([O:26][CH2:27][CH:28]([CH3:44])[CH2:29][N:30]1[CH:34]=[C:33]([B:35]2[O:39][C:38]([CH3:41])([CH3:40])[C:37]([CH3:43])([CH3:42])[O:36]2)[CH:32]=[N:31]1)C1C=CC=CC=1>>[CH3:44][CH:28]([CH2:29][N:30]1[CH:34]=[C:33]([B:35]2[O:39][C:38]([CH3:41])([CH3:40])[C:37]([CH3:42])([CH3:43])[O:36]2)[CH:32]=[N:31]1)[CH2:27][OH:26]

Participants

3

Reactant 2

HCID 671871273-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]propan-1-olHCID 67812377HCID 67812377, compound

Product 1

HCID 67813904HCID 67813904, compoundYield 91%

Procedure

Prepared analogously to Compound 3E using 1-[3-(Benzyloxy)-2-methylpropyl]-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole to afford 376 mg of the title compound (91%). 1H NMR (CDCl3, 400 MHz): δ=7.81 (s, 1H) 7.70 (s, 1H) 4.22-4.29 (m, 1H) 4.13-4.20 (m, 1H) 3.51-3.55 (m, 1H) 3.50 (s, 1H) 3.36 (dd, J=11.37, 6.57 Hz, 1H) 2.16-2.26 (m, 1H) 1.33 (s, 12H) 0.93 (d, J=6.82 Hz, 3H). MS (ESI): m/z=267.18 [M+H]+. UPLC: tR=1.18 min (UPLC-TOF: polar—3 min).

Sources & evidence

ORD record
ord-d52f87624502466b89895d9b5e30f9d5
Source dataset
uspto-grants-2015_09
Patent number
US09133224B2

Reaction notes

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