(S)-(+)-3-Hydroxytetrahydrofuran → HCID 86723170, compound

HRID 868884Notes

Reaction equation

HRID 868884 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][N:6]=[C:5]2[I:11].O[C@H:13]1[CH2:17][CH2:16][O:15][CH2:14]1>>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([C@@H:13]1[CH2:17][CH2:16][O:15][CH2:14]1)[N:6]=[C:5]2[I:11]

Participants

3

Reactant 2

HCID 2733227(S)-(+)-3-HydroxytetrahydrofuranHCID 178505475HCID 178505475, compound

Product 1

HCID 86723170HCID 86723170, compoundYield 56%

Procedure

The title compound was prepared from 5-fluoro-3-iodo-indazole and (S)-3-hydroxytetrahydrofuran in 56% yield according to the general procedure for Preparation 31A. The minor isomer was not isolated or characterized. 1H NMR (400 MHz, CDCl3): δ 2.47-2.52 (2H, m), 3.95-4.00 (1H, m), 4.12-4.19 (2H, m), 4.19-4.28 (1H, m), 5.24-5.30 (1H, m), 7.12 (1H, dd, J=2.0, 8.4 Hz), 7.21 (1H, td, J=1.6, 8.8 Hz), 7.45 (1H, dd, J=4.0, 9.2 Hz).

Workup

  1. customThe minor isomer was not isolated

Sources & evidence

ORD record
ord-043c05c13b9d40a08bbbfd2b603b1e45
Source dataset
uspto-grants-2015_03
Patent number
US08969343B2

Reaction notes

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