Acetic Acid → Tert-butyl [4-(3-hydroxy-3,8-dihydroimidazo[4,5-d]dipyrido[2,3-b:4',3'-f]azepin-2-yl)pyridin-3-yl]carbamate

HRID 1043484ノート

反応式

HRID 1043484 の反応式
[N:1]1[C:6]2[NH:7][C:8]3[CH:18]=[N:17][CH:16]=[CH:15][C:9]=3/[C:10](=[N:13]/[OH:14])/[C:11](=O)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[C:19]([O:23][C:24](=[O:34])[NH:25][C:26]1[CH:27]=[N:28][CH:29]=[CH:30][C:31]=1[CH:32]=O)([CH3:22])([CH3:21])[CH3:20].C([O-])(=O)C.[NH4+:39].C(O)(=O)C>C(OCC)(=O)C.O>[OH:14][N:13]1[C:10]2[C:9]3[CH:15]=[CH:16][N:17]=[CH:18][C:8]=3[NH:7][C:6]3[N:1]=[CH:2][CH:3]=[CH:4][C:5]=3[C:11]=2[N:39]=[C:32]1[C:31]1[CH:30]=[CH:29][N:28]=[CH:27][C:26]=1[NH:25][C:24](=[O:34])[O:23][C:19]([CH3:22])([CH3:21])[CH3:20]

参加物

7

反応物 4

HCID 176Acetic AcidHCID 517165Ammonium AcetateHCID 14177126Tert-butyl 4-formylpyridin-3-ylcarbamateHCID 178516816HCID 178516816、化合物

生成物 1

HCID 16071783Tert-butyl [4-(3-hydroxy-3,8-dihydroimidazo[4,5-d]dipyrido[2,3-b:4',3'-f]azepin-2-yl)pyridin-3-yl]carbamate収率 69%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

A mixture of (6Z)-5H-dipyrido[2,3-b:4′,3′-f]azepine-5,6(11H)-dione 6-oxime (80.0 mg, 0.333 mmol), tert-butyl-(4-formylpyridin-3-yl)carbamate, ammonium acetate (0.513 g, 6.66 mmol), water (0.12 mL) and acetic acid (0.76 mL) was stirred at 80° C. for 3 h. The solution was diluted with ethyl acetate and water, the organic solution was washed with brine, dried over MgSO4 and concentrated. The crude residue was purified by preparative LCMS to yield the desired product (102 mg, 69%). LCMS for C23H22N2O3(M+H)+: m/z=444.2.

後処理

  1. washthe organic solution was washed with brine
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated
  4. customThe crude residue was purified by preparative LCMS

出典と根拠

ORDレコード
ord-166f182f99d2494ca2d4e28802eaaf36
出典データセット
uspto-grants-2013_10
特許番号
US08563541B2

反応ノート

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