Triethylamine → Tert-butyl 4-(6-fluoroquinazolin-2-yl)-6,7-dimethyl-1,4-diazepane-1-carboxylate

HRID 1808917ノート

反応式

HRID 1808917 の反応式
[CH3:1][CH:2]1[CH:8]([CH3:9])[N:7]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:6][CH2:5][NH:4][CH2:3]1.Cl[C:18]1[N:27]=[CH:26][C:25]2[C:20](=[CH:21][CH:22]=[C:23]([F:28])[CH:24]=2)[N:19]=1.C(N(CC)CC)C>CN(C=O)C.CCOC(C)=O>[F:28][C:23]1[CH:24]=[C:25]2[C:20](=[CH:21][CH:22]=1)[N:19]=[C:18]([N:4]1[CH2:3][CH:2]([CH3:1])[CH:8]([CH3:9])[N:7]([C:10]([O:12][C:13]([CH3:14])([CH3:16])[CH3:15])=[O:11])[CH2:6][CH2:5]1)[N:27]=[CH:26]2

参加物

6

反応物 3

HCID 8471TriethylamineHCID 179135522-Chloro-6-fluoroquinazolineHCID 59527658Tert-butyl 6,7-dimethyl-1,4-diazepane-1-carboxylate

生成物 1

HCID 59527664Tert-butyl 4-(6-fluoroquinazolin-2-yl)-6,7-dimethyl-1,4-diazepane-1-carboxylate

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
130 °C

実験手順

The amine 1-4 (270 mg, 1.18 mmol) was combined with 2-chloro-6-fluoroquinazoline 1-8 (216 mg, 1.18 mmol; see example 1-D), and triethylamine (412 uL, 2.96 mmol), in DMF (5 mL) and heated to 130° C. for 3 hours. The reaction was diluted with EtOAc, washed with saturated sodium bicarbonate solution and brine and the organic layer concentrated in vacuo and the residue was purified by column chromatography on silica gel (0 to 100% EtOAc in hexanes) to provide 1-10. Data for 1-10: LC/MS: m/z (M+Na)=375.2 found; 375.4 calculated.

後処理

  1. washwashed with saturated sodium bicarbonate solution and brine
  2. concentrationthe organic layer concentrated in vacuo
  3. customthe residue was purified by column chromatography on silica gel (0 to 100% EtOAc in hexanes)
  4. customto provide 1-10

出典と根拠

ORDレコード
ord-060cf47e2cbb40c3b8777aa9cb31524b
出典データセット
uspto-grants-2013_01
特許番号
US08362009B2

反応ノート

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