Water → HCID 11280081, compound

HRID 1060311Notes

Reaction equation

HRID 1060311 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-cc5f39bfabd44d0e83c9a24993cfdd43
Source dataset
uspto-grants-2003_02
Patent number
US06521754B2

Reaction notes

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