Boron trifluoride etherate → 2-(4-Methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-3,4,6,7-tetrahydro-imidazo[4,5-c]pyridine-5-carboxylic acid tert-butyl ester

HRID 1244303노트

반응식

HRID 1244303 반응식
I.CS[C:4]([C:6]1[S:7][C:8]2[C:14]([N:15]3[CH2:20][CH2:19][O:18][CH2:17][CH2:16]3)=[CH:13][CH:12]=[C:11]([O:21][CH3:22])[C:9]=2[N:10]=1)=[NH:5].[C:23]([O:27][C:28]([N:30]1[CH2:35][CH2:34][C:33](OCC)(OCC)[CH:32]([NH2:42])[CH2:31]1)=[O:29])([CH3:26])([CH3:25])[CH3:24].B(F)(F)F.CCOCC>O1CCCC1>[C:23]([O:27][C:28]([N:30]1[CH2:35][CH2:34][C:33]2[N:5]=[C:4]([C:6]3[S:7][C:8]4[C:14]([N:15]5[CH2:20][CH2:19][O:18][CH2:17][CH2:16]5)=[CH:13][CH:12]=[C:11]([O:21][CH3:22])[C:9]=4[N:10]=3)[NH:42][C:32]=2[CH2:31]1)=[O:29])([CH3:26])([CH3:24])[CH3:25]

참가 물질

5

반응물 3

HCID 8000Boron trifluoride etherateHCID 53249937tert-Butyl 3-amino-4,4-diethoxypiperidine-1-carboxylateHCID 691840724-Methoxy-7-morpholin-4-yl-benzothiazole-2-carboximidothioic acid methyl ester hydroiodide

생성물 1

HCID 111556662-(4-Methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-3,4,6,7-tetrahydro-imidazo[4,5-c]pyridine-5-carboxylic acid tert-butyl ester

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

In accordance with scheme 8,4-methoxy-7-morpholin-4-yl-benzothiazole-2-carbothioic acid amide (XX) and iodomethane in tetrahydrofurane were stirred at room temperature for three days. The resulting precipitate was filtered to yield 4-methoxy-7-morpholin-4-yl-benzothiazole-2-carboximidothioic acid methyl ester hydroiodide. To a solution of 4-methoxy-7-morpholin-4-yl-benzothiazole-2-carboximidothioic acid methyl ester hydroiodide in tetrahydrofurane was added 3-amino-4,4-diethoxy-piperidine-1-carboxylic acid tert-butyl ester (XXVI) and the mixture was stirred at room temperature for two days. Then boron trifluoride etherate was added and the solvent is distilled off under vacuum. Again boron trifluoride etherate was added and the mixture was dissolved in dimethylformamide and heated for 10 minutes at 125° C. It was obtained 2-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-3,4,6,7-tetrahydro-imidazo[4,5-c]pyridine-5-carboxylic acid tert-butyl ester (Id2).

후처리

  1. distillationthe solvent is distilled off under vacuum
  2. additionAgain boron trifluoride etherate was added
  3. dissolutionthe mixture was dissolved in dimethylformamide
  4. temperatureheated for 10 minutes at 125° C

출처 및 근거

ORD 기록
ord-c45f79f7a2b04652bbce0d47aec9b064
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07122545B2

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