1-(5-Fluoro-2-methoxy-phenyl)-3-phenyl-prop-2-yn-1-ol → 1-[4-Methoxy-1-(2-trimethylsilanyl-ethoxymethyl)-1H-indazol-5-yl]-3-phenyl-prop-2-yn-1-ol

HRID 1037237Notes

Reaction equation

HRID 1037237 reaction equation
F[C:2]1[CH:3]=[CH:4][C:5]([O:18][CH3:19])=[C:6]([CH:8]([OH:17])[C:9]#[C:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:7]=1.COC1C(C=O)=CC=C2C=1[CH:24]=[N:25][N:26]2[CH2:33][O:34][CH2:35][CH2:36][Si:37]([CH3:40])([CH3:39])[CH3:38]>>[CH3:19][O:18][C:5]1[C:6]([CH:8]([OH:17])[C:9]#[C:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:7][CH:2]=[C:3]2[C:4]=1[CH:24]=[N:25][N:26]2[CH2:33][O:34][CH2:35][CH2:36][Si:37]([CH3:40])([CH3:39])[CH3:38]

Participants

3

Reactant 2

HCID 670676721-(5-Fluoro-2-methoxy-phenyl)-3-phenyl-prop-2-yn-1-olHCID 866710214-Methoxy-1-(2-trimethylsilanyl-ethoxymethyl)-indazole-5-carbaldehyde

Product 1

HCID 670677691-[4-Methoxy-1-(2-trimethylsilanyl-ethoxymethyl)-1H-indazol-5-yl]-3-phenyl-prop-2-yn-1-olYield 98%

Procedure

Following the procedure used to prepare 1-(5-fluoro-2-methoxy-phenyl)-3-phenyl-prop-2-yn-1-ol, 4-methoxy-1-(2-trimethylsilanyl-ethoxymethyl)-1H-indazole-5-carbaldehyde was reacted to give the title compound as a colourless oil (100 mg, 98%). LCMS (Method B): RT=4.84 min, [M+Na]+=431.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-84dba038184240c09e02b5a886e1bffb
Source dataset
uspto-grants-2013_10
Patent number
US08546376B2

Reaction notes

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