Acetic Acid → HCID 178478340、化合物

HRID 1678789ノート

反応式

HRID 1678789 の反応式
[Cl:1][C:2]1[N:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[C:5]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:6]([C:12]1[CH:19]=[CH:18][C:15]([CH:16]=O)=[CH:14][CH:13]=1)=[N:7]2.[NH:26]1[CH:30]=[N:29][C:28]([CH:31]2[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]2)=[N:27]1.C(N(CC)CC)C.C(O)(=O)C.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>CN1C(=O)CCC1.C(OCC)(=O)C>[Cl:1][C:2]1[N:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[C:5]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:6]([C:12]1[CH:19]=[CH:18][C:15]([CH2:16][N:34]3[CH2:33][CH2:32][CH:31]([C:28]4[NH:29][CH:30]=[N:26][N:27]=4)[CH2:36][CH2:35]3)=[CH:14][CH:13]=1)=[N:7]2

参加物

8

反応物 5

HCID 176Acetic AcidHCID 8471TriethylamineHCID 5049666Sodium triacetoxyborohydrideHCID 575007324-(5-Chloro-3-phenyl-1,6-naphthyridin-2-yl)benzaldehydeHCID 178420874HCID 178420874、化合物

生成物 1

HCID 178478340HCID 178478340、化合物

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

To a stirred solution of 9-1 (0.25 g, 0.73 mMol) and 21-1 (0.13 g, 0.87 mMol) in NMP (5 mL) was added triethylamine (0.3 mL, 2.2 mMol) followed by acetic acid (0.082 mL, 1.5 mMol). After stirring at ambient temperature overnight, sodium triacetoxyborohydride (0.18 g, 0.87 mMol) was added. Upon completion, the reaction was diluted with ethyl acetate and washed with saturated NaHCO3, followed by water, then brine. The organic layer was dried with Na2SO4 and MgSO4, filtered and concentrated in vacuo to yield 21-2. LC/MS (M+1) calculated: 482.0; observed: 482.2

後処理

  1. washwashed with saturated NaHCO3
  2. dry with materialThe organic layer was dried with Na2SO4 and MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customto yield 21-2

出典と根拠

ORDレコード
ord-1d74db5c94114f7ea0a8c5f745d49289
出典データセット
uspto-grants-2011_08
特許番号
US08008317B2

反応ノート

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