2-Methoxyethylamine → HCID 25051699, compound

HRID 1685013Notes

Reaction equation

HRID 1685013 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][C:19]=1[Cl:20])[CH2:5][NH:6][C:7]([NH:9][C:10]1[S:11][CH:12]=[C:13]([CH2:15]Cl)[N:14]=1)=[O:8].[CH3:21][O:22][CH2:23][CH2:24][NH2:25]>CN1C(=O)CCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][C:19]=1[Cl:20])[CH2:5][NH:6][C:7]([NH:9][C:10]1[S:11][CH:12]=[C:13]([CH2:15][NH:25][CH2:24][CH2:23][O:22][CH3:21])[N:14]=1)=[O:8]

Participants

4

Reactant 2

HCID 80182-MethoxyethylamineHCID 58055096HCID 58055096, compound2×

Product 1

HCID 25051699HCID 25051699, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
80 °C

Procedure

1-(4-Chloromethyl-thiazol-2-yl)-3-(3,4-dichloro-benzyl)-urea (Intermediate 2, 1 eq.) was taken up in NMP (0.3 M) and methoxyethylamine (2.2 eq.) was added. The reaction was heated overnight at 80° C. An aqueous workup was performed. The crude title compound was purified by column chromatography using 0-8% gradient of 7 N ammonia/MeOH and DCM.

Workup

  1. customThe crude title compound was purified by column chromatography

Sources & evidence

ORD record
ord-20b6fe37be9648f389d072c4f32f318e
Source dataset
uspto-grants-2012_04
Patent number
US08148380B2

Reaction notes

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