Diisopropylethylamine → HCID 178441231、化合物

HRID 406295ノート

反応式

HRID 406295 の反応式
[CH3:1][C:2]([C:5]1[C:10]([F:11])=[CH:9][C:8]([O:12][C@H:13]2[CH2:16][C@H:15]([NH2:17])[CH2:14]2)=[CH:7][C:6]=1[F:18])([CH3:4])[CH3:3].CCN(C(C)C)C(C)C.[N:28]1[CH:29]=[CH:30][N:31]2[CH:36]=[CH:35][CH:34]=[C:33]([CH:37]=O)[C:32]=12.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>C(Cl)Cl.O>[CH3:4][C:2]([C:5]1[C:6]([F:18])=[CH:7][C:8]([O:12][C@H:13]2[CH2:14][C@H:15]([NH:17][CH2:37][C:33]3[C:32]4[N:31]([CH:30]=[CH:29][N:28]=4)[CH:36]=[CH:35][CH:34]=3)[CH2:16]2)=[CH:9][C:10]=1[F:11])([CH3:1])[CH3:3]

参加物

7

反応物 4

HCID 81531DiisopropylethylamineHCID 5049666Sodium triacetoxyborohydrideHCID 10997174Imidazo(1,2-a)pyridine-8-carbaldehydeHCID 178441228HCID 178441228、化合物

生成物 1

HCID 178441231HCID 178441231、化合物収率 72%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

A suspension of trans-3-{[4-(1,1-dimethylethyl)-3,5-difluorophenyl]oxy}cyclobutanamine (73 mg, 0.286 mmol) in anhydrous DCM (3 mL) was treated with DIPEA (0.06 mL, 0.343 mmol). A solution of imidazo[1,2-a]pyridine-8-carbaldehyde (41.8 mg, 0.286 mmol) in anhydrous DCM (3 mL) was added and the reaction was stirred at room temperature for 15 min. Sodium triacetoxyborohydride (121 mg, 0.572 mmol) was added portionwise and the reaction was stirred at room temperature under nitrogen overnight. Water (10 mL) was added and the phases were separated. The organic layer was concentrated and the residue was purified by MDAP to give the title compound (79.4 mg).

後処理

  1. stirringthe reaction was stirred at room temperature under nitrogen overnight
  2. customthe phases were separated
  3. concentrationThe organic layer was concentrated
  4. customthe residue was purified by MDAP

出典と根拠

ORDレコード
ord-28dd76bafc1648c18b294913da40328c
出典データセット
uspto-grants-2014_06
特許番号
US08754101B2

反応ノート

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