4-methyl-1-(tetrahydro-2H-pyran-2-yl)-5-((trimethylsilyl)ethynyl)-1H-indazole → 5-(But-1-yn-1-yl)-4-methyl-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole
Reaction equation
[CH3:1][C:2]1[C:10]([C:11]#[C:12][Si](C)(C)C)=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[N:5][N:6]2[CH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][O:18]1.[C:23](C1C=C2C(=CC=1)N(C1CCCCO1)N=C2)#[CH:24].C(C1C=C2C(=CC=1)N(C1CCCCO1)N=C2)#CCC>>[C:11]([C:10]1[C:2]([CH3:1])=[C:3]2[C:7](=[CH:8][CH:9]=1)[N:6]([CH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][O:18]1)[N:5]=[CH:4]2)#[C:12][CH2:23][CH3:24]Participants
4
Reactant 3
Product 1
Procedure
The title compound was prepared from 4-methyl-1-(tetrahydro-2H-pyran-2-yl)-5-((trimethylsilyl)ethynyl)-1H-indazole following the procedures outlined for Intermediate 2 (step 2) and Intermediate 3. 1H NMR (300 MHz, DMSO-d6): δ 7.97 (s, 1H), 7.27 (d, 1H), 7.11 (d, 1H), 5.59 (dd, 1H), 3.58 (m, 1H), 3.50 (m, 1H), 2.38 (s, 3H), 2.17 (q, 2H), 2.13 (m, 1H), 1.77 (m, 2H), 1.50 (m, 1H), 1.36 (m, 2H), 0.98 (t, 3H).
Sources & evidence
- ORD record
- ord-bf6add074d5642eeb3501c3832acb3b5
- Source dataset
- uspto-grants-2013_06
- Patent number
- US08455534B2
Reaction notes
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