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

HRID 1177553ノート

反応式

HRID 1177553 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-8b5f47a4798c46c1b0d6b92d2d8f3fdb
出典データセット
uspto-grants-2010_11
特許番号
US07842685B2

反応ノート

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