N-Iodosuccinimide → HCID 67438332, compound

HRID 1890266Notes

Reaction equation

HRID 1890266 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:12]=[C:11]([CH2:13][CH2:14][OH:15])[NH:10][N:9]=2)=[CH:4][CH:3]=1.C1C(=O)N([I:23])C(=O)C1>CN(C=O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:12]([I:23])=[C:11]([CH2:13][CH2:14][OH:15])[NH:10][N:9]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 120273N-IodosuccinimideHCID 67438076HCID 67438076, compound

Product 1

HCID 67438332HCID 67438332, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Analogously to Process step [11], 2-[3-(4-fluorophenyl)-1H-pyrazol-5-yl]ethanol can be reacted with 1.1 eq. of NIS in DMF. In a yield of 89%, the desired product is obtained as a mixture of isomers: log P(HCOOH): 1.99; 1H-NMR (DMSO-d6): 13.29 & 13.19 (s, 1H) 7.78 & 7.69 (dd, 2H), 7.38 & 7.28 (dd, 2H), 4.92 & 4.72 (t, 1H), 3.62 (m, 2H), 2.79 & 2.73 (t, 2H).

Sources & evidence

ORD record
ord-43a748c636f24525b186d773bc63ba74
Source dataset
uspto-grants-2013_08
Patent number
US08507472B2

Reaction notes

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