Ammonium Chloride → (2-(4-(1,3-Dioxan-2-yl)-2-fluorophenyl)benzo[d]thiazol-6-yl)(pyridine-2-yl)methanone

HRID 1177553노트

반응식

HRID 1177553 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[Mg]Cl.[O:9]1[CH2:14][CH2:13][CH2:12][O:11][CH:10]1[C:15]1[CH:20]=[CH:19][C:18]([C:21]2[S:22][C:23]3[CH:29]=[C:28]([C:30](N(OC)C)=[O:31])[CH:27]=[CH:26][C:24]=3[N:25]=2)=[C:17]([F:36])[CH:16]=1.[NH4+].[Cl-]>C1COCC1>[O:11]1[CH2:12][CH2:13][CH2:14][O:9][CH:10]1[C:15]1[CH:20]=[CH:19][C:18]([C:21]2[S:22][C:23]3[CH:29]=[C:28]([C:30]([C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=4)=[O:31])[CH:27]=[CH:26][C:24]=3[N:25]=2)=[C:17]([F:36])[CH:16]=1

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 866387232-(4-(1,3-dioxan-2-yl)-2-fluorophenyl)-N-methoxy-N-methylbenzo[d]thiazole-6-carboxamideHCID 178478984HCID 178478984, 화합물

생성물 1

HCID 67111530(2-(4-(1,3-Dioxan-2-yl)-2-fluorophenyl)benzo[d]thiazol-6-yl)(pyridine-2-yl)methanone

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

2-Pyridylmagnesium chloride (3.92 mL, 2.84 mmol, solution in THF) was added to a solution of 2-(4-(1,3-dioxan-2-yl)-2-fluorophenyl)-N-methoxy-N-methylbenzo[d]thiazole-6-carboxamide (0.52 g, 1.29 mmol) in THF (2 mL) and the reaction mixture was stirred for 30 min. Satd. NH4Cl (aq) was added and the mixture was extracted with DCM three times. The combined extracts were dried (MgSO4) and concentrated under vacuum to give (2-(4-(1,3-dioxan-2-yl)-2-fluorophenyl)benzo[d]thiazol-6-yl)(pyridine-2-yl)methanone as a yellow solid. MS (ESI) m/z: Calculated: 420.1; Observed: 421.0 (M++1).

후처리

  1. extractionthe mixture was extracted with DCM three times
  2. dry with materialThe combined extracts were dried (MgSO4)
  3. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-8b5f47a4798c46c1b0d6b92d2d8f3fdb
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07842685B2

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