HCID 178453001, compound → HCID 69493358, compound

HRID 916245Notes

Reaction equation

HRID 916245 reaction equation
C(OC(=O)[NH:7][C:8]1[S:9][C:10](=[CH:14][C:15]2[CH:24]=[CH:23][C:22]3[C:17](=[CH:18][CH:19]=[CH:20][N:21]=3)[N:16]=2)[C:11](=[O:13])[N:12]=1)(C)(C)C>C1(C)C=CC=CC=1>[NH2:7][C:8]1[S:9][C:10](=[CH:14][C:15]2[CH:24]=[CH:23][C:22]3[C:17](=[CH:18][CH:19]=[CH:20][N:21]=3)[N:16]=2)[C:11](=[O:13])[N:12]=1

Participants

3

Reactant 1

HCID 178453001HCID 178453001, compound

Product 1

HCID 69493358HCID 69493358, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
170 °C

Procedure

A suspension of (5-[1,5] Naphthyridin-2-ylmethylene-4-oxo-4,5-dihydro-thiazol-2-yl)-carbamic acid tert-butyl ester (20.0 mg, 0.056 mmol) in xylenes (1 mL) in a microwave tube was heated to give a light yellow solution and then heated to 170° C. with microwave for 1 hr. The reaction mixture was then cooled to r.t. and diluted with toluene. The solid was collected by filtration and washed with toluene, acetone and ether to give 2-Amino-5-[1,5]naphthyridin-2-ylmethylene-thiazol-4-one as a light yellow solid: 5.6 mg (39.2%), HR-ES (+) m/e calcd. for C12H8N4OS: (M+H)+ 256.0419. Found: 256.0422.

Workup

  1. temperaturewas heated
  2. customto give a light yellow solution
  3. temperatureThe reaction mixture was then cooled to r.t.
  4. filtrationThe solid was collected by filtration
  5. washwashed with toluene, acetone and ether

Sources & evidence

ORD record
ord-1be7d573293c4c5bb6e613aba23da7e5
Source dataset
uspto-grants-2007_09
Patent number
US07268231B2

Reaction notes

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