Diisopropylethylamine → N'-(8-methyl-5,6,7,8-tetrahydro-8-quinolinyl)-1,4-benzenedimethanamine

HRID 983617

반응식

HRID 983617 반응식
C(OC([N:8](CC1C=CC=CN=1)[CH2:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][NH:17][C:18]2([CH3:28])[C:27]3[N:26]=[CH:25][CH:24]=[CH:23][C:22]=3[CH2:21][CH2:20][CH2:19]2)=[CH:12][CH:11]=1)=O)(C)(C)C.ClCC1N(COCC[Si](C)(C)C)C2C=CC=CC=2N=1.C(N(C(C)C)CC)(C)C>CN(C=O)C>[CH3:28][C:18]1([NH:17][CH2:16][C:13]2[CH:14]=[CH:15][C:10]([CH2:9][NH2:8])=[CH:11][CH:12]=2)[C:27]2[N:26]=[CH:25][CH:24]=[CH:23][C:22]=2[CH2:21][CH2:20][CH2:19]1

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 22018645N-tert-Butoxycarbonyl-N-(2-pyridinylmethyl)-N'-(8-methyl-5,6,7,8-tetrahydro-8-quinolinyl)-1,4-benzenedimethanamineHCID 220187062-Chloromethyl-1-(2-trimethylsilylethoxymethyl)-1H-benzimidazole

생성물 1

HCID 131724777N'-(8-methyl-5,6,7,8-tetrahydro-8-quinolinyl)-1,4-benzenedimethanamine

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Reaction of N-tert-Butoxycarbonyl-N-(2-pyridinylmethyl)-N′-(8-methyl-5,6,7,8-tetrahydro-8-quinolinyl)-1,4-benzenedimethanamine (120 mg, 0.26 mmol), 2-chloromethyl-1-(2-trimethylsilylethoxymethyl)-1H-benzimidazole (234 mg, 0.79 mmol) and diisopropylethylamine (229 μL, 1.31 mmol) in DMF (2.6 mL) for 18 h at 90° C. followed by purification of the crude material by radial chromatography (2 mm plate, 20:2:1 CHCl3-MeOH-NH4OH) afforded 90 mg (48%) of N-tert-butoxycarbonyl-N-(2-pyridinylmethyl)-N′-(2-trimethylsilylethoxymethyl)-1H-benzimidazol-2-ylmethyl)-N′-(8-methyl-5,6,7,8-tetrahydro-8-quinolinyl)-1,4-benzenedimethanamine as a colourless oil.

후처리

  1. customfollowed by purification of the crude material by radial chromatography (2 mm plate, 20:2:1 CHCl3-MeOH-NH4OH)

출처 및 근거

ORD 기록
ord-faa1ead32f6748f499dcc64e211e410d
출처 데이터셋
uspto-grants-2005_03
특허 번호
US06864265B2

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