Pyrrolidine → HCID 70980513, compound

HRID 1475333Notes

Reaction equation

HRID 1475333 reaction equation
[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([F:17])=[C:10]([S:13](Cl)(=[O:15])=[O:14])[CH:11]=2)[C:6]([CH3:19])([CH3:18])[CH2:5]1)(=[O:3])[CH3:2].[NH:20]1[CH2:24][CH2:23][CH2:22][CH2:21]1>>[F:17][C:9]1[CH:8]=[C:7]2[C:12](=[CH:11][C:10]=1[S:13]([N:20]1[CH2:24][CH2:23][CH2:22][CH2:21]1)(=[O:15])=[O:14])[N:4]([C:1](=[O:3])[CH3:2])[CH2:5][C:6]2([CH3:19])[CH3:18]

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 86723952HCID 86723952, compound

Product 1

HCID 70980513HCID 70980513, compoundYield 64.9%

Procedure

The title compound was prepared starting from 1-acetyl-5-fluoro-3,3-dimethyl-2,3-dihydro-1H-indole-6-sulfonyl chloride (400 mg, 1.3 mmol) and pyrrolidine (650 μL, 7.87 mmol) following similar methods to those described in Preparation 69 to give the title compound (287 mg) as a dark orange solid. MS: [M+H]+=341.

Workup

  1. customThe title compound was prepared
  2. customthose described in Preparation 69

Sources & evidence

ORD record
ord-617f7ad9abe84ff68c02d1e1e0d113bc
Source dataset
uspto-grants-2015_04
Patent number
US09018214B2

Reaction notes

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