(2-Methoxyethyl)(methyl)amine → 4-{[(2-methoxy-ethyl)-methyl-amino]-methyl}-N-{4-methoxy-7-[(2-methoxy-ethyl)-methyl-amino]-benzothiazol-2-yl}-benzamide dihydrochloride

HRID 51866

반응식

HRID 51866 반응식
[Cl:1][CH2:2][C:3]1[CH:28]=[CH:27][C:6]([C:7]([NH:9][C:10]2[S:11][C:12]3[C:18]([N:19]([CH2:21][CH2:22][O:23][CH3:24])[CH3:20])=[CH:17][CH:16]=[C:15]([O:25][CH3:26])[C:13]=3[N:14]=2)=[O:8])=[CH:5][CH:4]=1.[CH3:29][O:30][CH2:31][CH2:32][NH:33][CH3:34]>>[ClH:1].[ClH:1].[CH3:29][O:30][CH2:31][CH2:32][N:33]([CH2:2][C:3]1[CH:28]=[CH:27][C:6]([C:7]([NH:9][C:10]2[S:11][C:12]3[C:18]([N:19]([CH2:21][CH2:22][O:23][CH3:24])[CH3:20])=[CH:17][CH:16]=[C:15]([O:25][CH3:26])[C:13]=3[N:14]=2)=[O:8])=[CH:5][CH:4]=1)[CH3:34]

참가 물질

3

반응물 2

HCID 300977(2-Methoxyethyl)(methyl)amineHCID 102164874-chloromethyl-N-{4-methoxy-7-[(2-methoxy-ethyl)-methyl-amino]-benzothiazol-2-yl}-benzamide

생성물 1

HCID 227369864-{[(2-methoxy-ethyl)-methyl-amino]-methyl}-N-{4-methoxy-7-[(2-methoxy-ethyl)-methyl-amino]-benzothiazol-2-yl}-benzamide dihydrochloride수율 168%

실험 절차

A mixture of 100 mg (0.24 mmol) 4-chloromethyl-N-{4-methoxy-7-[(2-methoxy-ethyl)-methyl-amino]-benzothiazol-2-yl}-benzamide and 212 mg (2.38 mmol) N-(2-methoxyethyl)methylamine was ultrasonicated at room temperature for 30 minutes. The reaction mixture was then concentrated it vactio and the residue purified by flash chromatography (ethyl acetate). The product-containing fractions were concentrated in vactio and the residue stirred with HCl in ether and ethyl acetate. The resulting crystals were collected by filtration and washed with ether to afford 110 mg (91%) 4-{[(2-methoxy-ethyl)-methyl-amino]-methyl}-N-{4-methoxy-7-[(2-methoxy-ethyl)-methyl-amino]-benzothiazol-2-yl}-benzamide dihydrochloride as a white crystalline solid. ES-MS m/e (%): 473 (M+H+, 100).

후처리

  1. customwas ultrasonicated at room temperature for 30 minutes
  2. concentrationThe reaction mixture was then concentrated it vactio
  3. customthe residue purified by flash chromatography (ethyl acetate)
  4. concentrationThe product-containing fractions were concentrated in vactio
  5. filtrationThe resulting crystals were collected by filtration
  6. washwashed with ether

출처 및 근거

ORD 기록
ord-4b691e70949b484ca5d054d9b9c392dd
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06713499B2

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