Potassium Carbonate → HCID 86616698、化合物

HRID 597926ノート

反応式

HRID 597926 の反応式
[CH3:1][CH:2]1[CH2:8][N:7]([C:9](=[O:14])[C:10]([F:13])([F:12])[F:11])[CH2:6][CH2:5][C:4]2[N:15]=[C:16]([OH:19])[CH:17]=[CH:18][C:3]1=2.C([O-])([O-])=O.[K+].[K+].Cl[C:27](C(O[Na])=O)([F:29])[F:28].C([O-])(O)=O.[Na+]>CCOC(C)=O.CN(C=O)C>[F:28][CH:27]([F:29])[O:19][C:16]1[CH:17]=[CH:18][C:3]2[CH:2]([CH3:1])[CH2:8][N:7]([C:9](=[O:14])[C:10]([F:13])([F:11])[F:12])[CH2:6][CH2:5][C:4]=2[N:15]=1

参加物

7

反応物 4

HCID 11430Potassium CarbonateHCID 516892Sodium BicarbonateHCID 178430708HCID 178430708、化合物HCID 178526069HCID 178526069、化合物

生成物 1

HCID 86616698HCID 86616698、化合物収率 54%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
90 °C

実験手順

To a mixture of 5-methyl-7-(trifluoroacetyl)-6,7,8,9-tetrahydro-5H-pyrido[2,3-d]azepin-2-ol (77.0 mg, 281 μmol), K2CO3 (19.0 mg, 141 μmol) and DMF (1.4 ml) was added F2ClCCO2Na (47.0 mg, 310 μmol). The mixture was heated at 90° C. for 2 h. The reaction mixture was parted between sat. aq. NaHCO3 and EtOAc. The organic layer was dried, concentrated in vacuo and purified by means of column chromatography to give 49.0 mg (54%) of 2-(difluoromethoxy)-5-methyl-7-(trifluoroacetyl)-6,7,8,9-tetrahydro-5H-pyrido[2,3-d]azepine. MS (ESI) m/z 325.2. A mixture of 2-(difluoromethoxy)-5-methyl-7-(trifluoroacetyl)-6,7,8,9-tetrahydro-5H-pyrido[2,3-d]azepine (28.0 mg, 86.0 μmol), K2CO3 (30 mg), MeOH (1 ml) and H2O (200 μl) was heated to reflux for 10 min. The reaction mixture was concentrated in vacuo and the resulting residue was purified by column chromatography to yield 7.0 mg (36%) of 2-(difluoromethoxy)-5-methyl-6,7,8,9-tetrahydro-5H-pyrido[2,3-d]azepine. 1H-NMR (CDCl3) δ 7.46 (d, 1H), 6.66 (d, 1H), 3.09 (m, 2H), 3.40-2.90 (m, 4H), 2.74, (dd, 1H), 1.31 (d, 3H) ppm.

後処理

  1. customThe organic layer was dried
  2. concentrationconcentrated in vacuo
  3. custompurified by means of column chromatography

出典と根拠

ORDレコード
ord-700c18d62c074b448f34ea12acee2507
出典データセット
uspto-grants-2011_03
特許番号
US07897595B2

反応ノート

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