Water → HCID 11280081, compound

HRID 2250758Notes

Reaction equation

HRID 2250758 reaction equation
[CH3:1][O:2][C:3]1[C:8]2[N:9]=[C:10]([NH2:12])[S:11][C:7]=2[C:6]([N:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)=[CH:5][CH:4]=1.C(N(C(C)C)C(C)C)C.Cl[C:29]([O:31][CH2:32][CH2:33][O:34][CH3:35])=[O:30].O>O1CCCC1>[CH3:35][O:34][CH2:33][CH2:32][O:31][C:29](=[O:30])[NH:12][C:10]1[S:11][C:7]2[C:6]([N:13]3[CH2:18][CH2:17][O:16][CH2:15][CH2:14]3)=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[C:8]=2[N:9]=1

Participants

6

Reactant 4

HCID 962WaterHCID 694002-Methoxyethyl chloroformateHCID 81531DiisopropylethylamineHCID 114028614-Methoxy-7-morpholinobenzo[d]thiazol-2-amine

Product 1

HCID 11280081HCID 11280081, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
70 °C

Procedure

4-Methoxy-7-morpholin-4-yl-benzothiazol-2-yl-amine (300 mg, 1.1 mmol) and N-ethyldiisopropylamine (0.56 ml, 3.4 mmol) were dissolved in tetrahydrofurane (11 ml) and 2-methoxyethyl chloroformate (0.19 ml, 1.4 mmol) were added over 5 min. Then the mixture was heated to 70° C. for 3 h. The mixture was cooled to room temperature, water added and extracted twice with ethyl acetate. TRhe combined organic phases were dryed with Na2SO4 and evapprated to dryness. The title compound was obtained as off-white solid (52%). MS: m/e=368 (M+H+).

Workup

  1. temperatureThe mixture was cooled to room temperature
  2. extractionextracted twice with ethyl acetate

Sources & evidence

ORD record
ord-64a13540f63f4cdf9bbbd984b5178c21
Source dataset
uspto-grants-2008_01
Patent number
US07317007B2

Reaction notes

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