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

HRID 2167072ノート

反応式

HRID 2167072 の反応式
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

参加物

7

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-6c29539e07fa499498db016ae46adf94
出典データセット
uspto-grants-2015_06
特許番号
US09044478B2

反応ノート

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