Pyridine → HCID 67245143, compound

HRID 2423283Notes

Reaction equation

HRID 2423283 reaction equation
NC1C(O[CH2:12][C:13]2[CH:18]=[CH:17][C:16]([CH2:19][C:20]([O:22][CH3:23])=[O:21])=[CH:15][C:14]=2[O:24][CH3:25])=CC=C2C=1C=C(C)N2.[N:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.[Cl:33][C:34]1[CH:39]=[C:38]([O:40][CH2:41][C:42]([F:45])([F:44])[F:43])[CH:37]=[CH:36][C:35]=1[S:46](Cl)(=[O:48])=[O:47]>C(OCC)(=O)C>[Cl:33][C:34]1[CH:39]=[C:38]([O:40][CH2:41][C:42]([F:45])([F:44])[F:43])[CH:37]=[CH:36][C:35]=1[S:46]([NH:27][C:28]1[C:29]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([CH2:19][C:20]([O:22][CH3:23])=[O:21])=[CH:15][C:14]=2[O:24][CH3:25])=[CH:30][CH:31]=[C:32]2[C:31]=1[CH:30]=[C:29]([CH3:28])[NH:27]2)(=[O:48])=[O:47]

Participants

5

Reactant 3

HCID 1049PyridineHCID 20115335HCID 20115335, compoundHCID 67243383HCID 67243383, compound

Product 1

HCID 67245143HCID 67245143, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Methyl 2-(4-((4-amino-2-methyl-1H-indol-5-yloxy)methyl)-3-methoxyphenyl)acetate 1.3 (30 mg, 0.088 mmol) in anhydrous pyridine (1 mol) was treated with 2-chloro-4-(2,2,2-trifluoroethoxy)benzene sulfonyl chloride (28.13 mg, 0.0968 mmol). After stirring 2 h, the reaction was diluted with ethyl acetate (5 mL) and washed with 1N HCl (2×), water (1×), saturated brine, dried over Na2SO4, and concentrated under reduced pressure. The residue was used immediately without further purification.

Workup

  1. washwashed with 1N HCl (2×), water (1×), saturated brine
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was used immediately without further purification

Sources & evidence

ORD record
ord-5c2c465b341f44c9a649283fdde983de
Source dataset
uspto-grants-2011_06
Patent number
US07960567B2

Reaction notes

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