Water → HCID 11280081, compound

HRID 2308525Notes

Reaction equation

HRID 2308525 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. The 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-41d8d68d3a1d4e3896f45e4cf30f8c1d
Source dataset
uspto-grants-2004_12
Patent number
US06835732B2

Reaction notes

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