2-benzyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-Indazole → HCID 58529443, compound

HRID 1972805Notes

Reaction equation

C(N1C=[C:15]2[C:10]([CH:11]=[C:12]([B:17]3[O:21][C:20]([CH3:23])([CH3:22])[C:19]([CH3:25])([CH3:24])[O:18]3)[CH:13]=[CH:14]2)=N1)C1C=CC=CC=1.BrC1C=C([CH:33]2[CH2:38][CH2:37][N:36]([C:39]([OH:41])=[O:40])[CH2:35][CH2:34]2)C=CC=1>>[C:19]([O:41][C:39]([N:36]1[CH2:35][CH2:34][CH:33]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([B:17]3[O:18][C:19]([CH3:24])([CH3:25])[C:20]([CH3:22])([CH3:23])[O:21]3)[CH:11]=2)[CH2:38][CH2:37]1)=[O:40])([CH3:25])([CH3:24])[CH3:20]

Participants

Reactant 2

HCID 585293132-benzyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-Indazole

HCID 86659602HCID 86659602, compound

Product 1

HCID 58529443HCID 58529443, compound

Procedure

Using the procedure described for the preparation of Intermediate C, 4-(3-bromo-phenyl)-piperidine-1-carboxylic acid Pert-butyl ester was converted to the title compound. 1H NMR (CD3OD) δ 7.63 (bs, 1H), 7.60 (m, 1H), 7.32 (m, 1H), 7.31 (m, 1H), 4.23 (m, 2H), 2.83-2.62 (m, 3H), 1.80 (m, 2H), 1.62 (ddd, 2H), 1.47 (s, 6H), 1.33 (s, 3H), 1.24 (s, 9H).

Sources & evidence

ORD record: ord-13e7902146534baf9cf524818745a02b
Source dataset: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08431695B2

Reaction notes

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