1-Methylcyclopropane-1-sulfonamide → HCID 118590406, compound

HRID 1054477Notes

Reaction equation

HRID 1054477 reaction equation
[CH3:1][C:2]1([S:5]([NH2:8])(=[O:7])=[O:6])[CH2:4][CH2:3]1.[F:9][C:10]1[CH:11]=[C:12]([CH:20]2[CH2:24][CH2:23][CH2:22][N:21]2[C:25]2[CH:26]=[CH:27][C:28]3[N:29]([C:31]([C:34](O)=[O:35])=[CH:32][N:33]=3)[CH:30]=2)[C:13]2[O:18][CH2:17][CH2:16][O:15][C:14]=2[CH:19]=1>>[F:9][C:10]1[CH:11]=[C:12]([CH:20]2[CH2:24][CH2:23][CH2:22][N:21]2[C:25]2[CH:26]=[CH:27][C:28]3[N:29]([C:31]([C:34]([NH:8][S:5]([C:2]4([CH3:1])[CH2:4][CH2:3]4)(=[O:7])=[O:6])=[O:35])=[CH:32][N:33]=3)[CH:30]=2)[C:13]2[O:18][CH2:17][CH2:16][O:15][C:14]=2[CH:19]=1

Participants

3

Reactant 2

HCID 218898141-Methylcyclopropane-1-sulfonamideHCID 118590535HCID 118590535, compound

Product 1

HCID 118590406HCID 118590406, compound

Procedure

The title compound was prepared by the method similar to that of Example 31 employing 1-Methylcyclopropane-1-sulfonamide (int-50) and 6-(2-(7-fluoro-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carboxylic acid (Int 38) to afford an enantiomeric mixture which was separated by chiral chromatography using CHIRALPAK AD-H column and n-HEXANE:ETHANOL, 60:40 Isocratic solution as eluent to afford 6-(2-(7-fluoro-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)pyrrolidin-1-yl)-N-((l-methylcyclopropyl)sulfonyl)imidazo[1,2-a]pyridine-3-carboxamide (Isomer-I)

Workup

  1. customto afford an enantiomeric mixture which
  2. customwas separated by chiral chromatography

Sources & evidence

ORD record
ord-ff0be74c101042088b9f457593be51b2
Source dataset
uspto-grants-2016_07
Patent number
US09394305B2

Reaction notes

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