2-benzyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-Indazole → 2-Phenyl-6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-2H-indazol-3-ylamine

HRID 1972718Notes

Reaction equation

HRID 1972718 reaction equation
C(N1C=C2C(C=C([B:17]3[O:21][C:20]([CH3:23])([CH3:22])[C:19]([CH3:25])([CH3:24])[O:18]3)C=C2)=N1)C1C=CC=CC=1.Br[C:27]1[CH:28]=[CH:29][C:30]2[C:34]([CH:35]=1)=[N:33][N:32]([C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[C:31]=2[NH2:42]>>[C:36]1([N:32]2[C:31]([NH2:42])=[C:30]3[C:34]([CH:35]=[C:27]([B:17]4[O:21][C:20]([CH3:23])([CH3:22])[C:19]([CH3:25])([CH3:24])[O:18]4)[CH:28]=[CH:29]3)=[N:33]2)[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1

Participants

3

Reactant 2

HCID 585293132-benzyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-Indazole2×HCID 585293506-Bromo-2-phenyl-2H-indazol-3-ylamine

Product 1

HCID 585293462-Phenyl-6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-2H-indazol-3-ylamine

Procedure

This compound was prepared in a manner similar to the procedure described for the preparation of 2-benzyl-6-(4,4,5,5-tetramethyl-{1,3,2]dioxaborolan-2-yl)-2H-indazole (Intermediate C, step 2), using 6-bromo-2-phenyl-2H-indazol-3-ylamine in place of 2-benzyl-6-bromo-2H-indazole. 1H-NMR (300 MHz, DMSO-d6) 7.72 to 7.69 (m, 3H), 7.64 (s, 1H), 7.56 (t, 2H), 7.44 (t, 1H), 6.93 (d, 1H), 6.25 (s, 2H), 1.30 (s, 12H); ES-MS m/z 336.2 [M+H]+, RT (min) 2.51.

Workup

  1. customThis compound was prepared in a manner similar to the procedure
  2. customES-MS m/z 336.2 [M+H]+, RT (min) 2.51

Sources & evidence

ORD record
ord-b9feb715982e44e69b6a1a0fcf033e8f
Source dataset
uspto-grants-2013_04
Patent number
US08431695B2

Reaction notes

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