Dichloromethane → (1h-Benzimidazol-2-yl)-{3-[4-(3-isobutylamino-propyl)-piperazin-1-yl]-propyl}-amine

HRID 2167072노트

반응식

HRID 2167072 반응식
NCCCN1CCN(CCCNC2NC3C=CC=CC=3N=2)CC1.C([N:28]([CH2:56][CH:57]([CH3:59])[CH3:58])[CH2:29][CH2:30][CH2:31][N:32]1[CH2:37][CH2:36][N:35]([CH2:38][CH2:39][CH2:40][NH:41][C:42]([NH:44][C:45]2[CH:50]=[CH:49][C:48](OC)=[CH:47][C:46]=2[N+:53]([O-])=O)=S)[CH2:34][CH2:33]1)C(C)C.C(Cl)Cl.C(N(CC)CC)C.[BH4-].[Na+]>O>[NH:44]1[C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][C:46]=2[N:53]=[C:42]1[NH:41][CH2:40][CH2:39][CH2:38][N:35]1[CH2:36][CH2:37][N:32]([CH2:31][CH2:30][CH2:29][NH:28][CH2:56][CH:57]([CH3:59])[CH3:58])[CH2:33][CH2:34]1

참가 물질

7

반응물 5

HCID 6344DichloromethaneHCID 8471TriethylamineHCID 4311764Sodium borohydrideHCID 67412597[3-[4-(3-Amino-propyl)-piperazin-1-yl]-propyl]-(1H-benzimidazol-2-yl)-amineHCID 873887991-{3-[4-(3-Diisobutylamino-propyl)-piperazin-1-yl]-propyl}-3-(4-methoxy-2-nitro-phenyl)-thiourea

생성물 1

HCID 11675155(1h-Benzimidazol-2-yl)-{3-[4-(3-isobutylamino-propyl)-piperazin-1-yl]-propyl}-amine

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a solution of [3-[4-(3-Amino-propyl)-piperazin-1-yl]-propyl]-(1H-benzimidazol-2-yl)-amine (Intermediate of example 44) (130 mg, 0.41 mmol) in CH2Cl2 (4 mL) isobutyraldehyde (62 μL, 0.46 mmol), triethylamine (26 μL, 0.16 mmol) and 3 Å molecular sieves are added. The reaction media is stirred for 3 h and cooled before NaBH4 (78 mg, 2.05 mmol) is added portionwise over 30 min. Stirring is left for 1.5 h, water (10 mL) is added and the media is filtered. Compound is extracted with CH2Cl2 (3×20 mL). Combined organic layers are dried over MgSO4. Crude compound is purified by thick-layer chromatography (CH2Cl2/MeOH/NH4OH: 90/10/1.2).

후처리

  1. customThe reaction media
  2. additionis added portionwise over 30 min
  3. stirringStirring
  4. waitis left for 1.5 h
  5. filtrationthe media is filtered
  6. extractionCompound is extracted with CH2Cl2 (3×20 mL)
  7. dry with materialCombined organic layers are dried over MgSO4
  8. customCrude compound is purified by thick-layer chromatography (CH2Cl2/MeOH/NH4OH: 90/10/1.2)

출처 및 근거

ORD 기록
ord-6c29539e07fa499498db016ae46adf94
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09044478B2

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