tert-Butyl (3S)-3-hydroxypyrrolidine-1-carboxylate → HCID 86723166, compound

HRID 868878Notes

Reaction equation

HRID 868878 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].[C:12]([N:19]1[CH2:23][CH2:22][C@H:21](O)[CH2:20]1)([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13]>>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([C@@H:22]1[CH2:21][CH2:20][N:19]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:23]1)[N:6]=[C:5]2[I:11]

Participants

3

Reactant 2

HCID 854055tert-Butyl (3S)-3-hydroxypyrrolidine-1-carboxylateHCID 178505475HCID 178505475, compound

Product 1

HCID 86723166HCID 86723166, compoundYield 32%

Procedure

The title compound was prepared from 5-fluoro-3-iodo-indazole and BOC—(S)-3-pyrrolidinol in 32% yield according to the general procedure for Preparation 31A. The minor isomer was not isolated or characterized. 1H NMR (400 MHz, CDCl3): δ 1.43 (9H, s), 2.38-2.40 (1H, m), 2.56-2.66 (1H, m), 3.51-3.57 (1H, m), 3.74-3.78 (2H, m), 3.85-3.94 (1H, m), 5.12-5.15 (1H, m), 7.13 (1H, d, J=8.0 Hz), 7.23-7.27 (1H, m), 7.35-7.37 (1H, m).

Workup

  1. customThe minor isomer was not isolated

Sources & evidence

ORD record
ord-da00462c8ade4e70978f884057f7ed40
Source dataset
uspto-grants-2015_03
Patent number
US08969343B2

Reaction notes

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