Diisopropylethylamine → HCID 178441231, 화합물

HRID 406295노트

반응식

HRID 406295 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 178441231HCID 178441231, 화합물수율 72%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매2회

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-28dd76bafc1648c18b294913da40328c
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08754101B2

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