Ammonia methanol → HCID 72550856, compound

HRID 512554Notes

Reaction equation

HRID 512554 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH:5]=[CH:6][C:7]([NH:13][C:14]1[S:15][C:16]([NH:24][C:25]([C:27]3[CH:31]=[CH:30][S:29][CH:28]=3)=[O:26])=[C:17]([C:19]([O:21]CC)=O)[N:18]=1)=[CH:8]2.[NH3:32].CO>C1COCC1>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH:5]=[CH:6][C:7]([NH:13][C:14]1[S:15][C:16]([NH:24][C:25]([C:27]3[CH:31]=[CH:30][S:29][CH:28]=3)=[O:26])=[C:17]([C:19]([NH2:32])=[O:21])[N:18]=1)=[CH:8]2

Participants

4

Reactant 2

HCID 21705897Ammonia methanolHCID 86703387HCID 86703387, compound

Product 1

HCID 72550856HCID 72550856, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of ethyl 2-[(5-methoxynaphthalen-2-yl)amino]-5-(thiophene-3-carboxamido)-thiazole-4-carboxylate (0.105 g, 0.23 mmol) in THF (5 mL) was added 7N NH3—MeOH (5 mL), and the mixture was heated at 80° C. for 16 hrs in a sealed tube. The solvent was evaporated in vacuo, and the resulting solids were collected by filtration and washed with MeOH to give 90 mg (92% yield) of the titled compound.

Workup

  1. customThe solvent was evaporated in vacuo
  2. filtrationthe resulting solids were collected by filtration
  3. washwashed with MeOH

Sources & evidence

ORD record
ord-2b91c63062ee44f2bbefd54cf13a90b0
Source dataset
uspto-grants-2015_08
Patent number
US09102637B2

Reaction notes

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