Tetrahydrofuran → HCID 67027148, 화합물

HRID 1908850노트

반응식

HRID 1908850 반응식
[CH2:1]([C:5]1[CH:6]=[C:7]([CH:11]=[C:12]([CH3:14])[N:13]=1)[C:8](O)=[O:9])[CH:2]([CH3:4])[CH3:3].CCN(C(C)C)C(C)C.CN(C(O[N:32]1[N:40]=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.NN.C1COCC1>CN(C=O)C.CCOCC>[CH2:1]([C:5]1[CH:6]=[C:7]([CH:11]=[C:12]([CH3:14])[N:13]=1)[C:8]([NH:32][NH2:40])=[O:9])[CH:2]([CH3:4])[CH3:3]

참가 물질

8

반응물 5

HCID 8028TetrahydrofuranHCID 9321HydrazineHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 574372032-Methyl-6-(2-methyl-propyl)-isonicotinic acid

생성물 1

HCID 67027148HCID 67027148, 화합물수율 49.7%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6228Dimethylformamide용매

실험 절차

To a solution of 2-isobutyl-6-methyl-isonicotinic acid (83 mg, 0.359 mmol) and DIPEA (186 mg, 1.44 mmol) in DMF (6 mL) is added TBTU (127 mg, 0.395 mmol) at rt. The mixture is stirred for 45 min before 1 M hydrazine in THF (1.44 mL, 1.44 mmol) is added and stirring is continued for 2 h. The mixture is diluted with ether (200 mL) and washed with 1M aq. HCl (3×5 mL), 1M aq. NaOH (3×5 mL) and brine (5 mL). The org. phase is separated, dried over MgSO4, filtered and evaporated. The crude product is purified on prep. TLC plates with DCM containing 4% of methanol to give 2-isobutyl-6-methyl-isonicotinic acid hydrazide (37 mg) as a yellow oil; LC-MS: tR=0.44 min, [M+1]+=208.10.

후처리

  1. additionis added
  2. washwashed with 1M aq. HCl (3×5 mL), 1M aq. NaOH (3×5 mL) and brine (5 mL)
  3. customphase is separated
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customevaporated
  7. customThe crude product is purified on prep

출처 및 근거

ORD 기록
ord-e91ac569da2543b3bd04be4301bec42e
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08598208B2

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