HCID 22612087, compound → HCID 22612210, compound

HRID 844045Notes

Reaction equation

HRID 844045 reaction equation
[CH3:1][C:2]1([C:7]2[S:11][C:10]([CH2:12][NH:13][C:14](=[O:28])[C:15]3[CH:20]=[CH:19][CH:18]=[N:17][C:16]=3[O:21][C:22]3[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=3)=[CH:9][CH:8]=2)OCC[O:3]1>Cl.C(Cl)Cl>[C:2]([C:7]1[S:11][C:10]([CH2:12][NH:13][C:14](=[O:28])[C:15]2[CH:20]=[CH:19][CH:18]=[N:17][C:16]=2[O:21][C:22]2[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=2)=[CH:9][CH:8]=1)(=[O:3])[CH3:1]

Participants

4

Reactant 1

HCID 22612087HCID 22612087, compound

Product 1

HCID 22612210HCID 22612210, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of N-[5-(2-Methyl-[1,3]dioxolan-2-yl)-thiophen-2-ylmethyl]-2-(pyridin-3-yloxy)-nicotinamide (0.680 g) in 2 N hydrochloric acid (20 ml) and methylene chloride (20 ml) was stirred at room temperature over night. The mixture was extracted with chloroform, washed with water, dried over MgSO4, filtered and concentrated to give a solid which was triturated in diethyl ether to give a white solid. (0.480 g). M.P. 201-203° C.; Anal. calcd. for C18H15N3O3S: C, 61.18; H, 4.28; N, 11.89. Found: C, 60.09; H, 4.25; N, 11.61.

Workup

  1. extractionThe mixture was extracted with chloroform
  2. washwashed with water
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customto give a solid which
  7. customwas triturated in diethyl ether
  8. customto give a white solid

Sources & evidence

ORD record
ord-b3a46925ed404256b50f8f8190df8994
Source dataset
uspto-grants-2002_04
Patent number
US06380218B1

Reaction notes

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