[4-(Azepan-1-YL)phenyl]methanamine → N-(3-amino-5-isoquinolinyl)-N'-[4-(1-azepanyl)benzyl]urea

HRID 887248Notes

Reaction equation

HRID 887248 reaction equation
[N:1]1([C:8]2[CH:15]=[CH:14][C:11]([CH2:12][NH2:13])=[CH:10][CH:9]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH2:16][C:17]1[N:18]=[CH:19][C:20]2[C:25]([CH:26]=1)=[C:24]([NH:27][C:28](=[O:33])C(Cl)(Cl)Cl)[CH:23]=[CH:22][CH:21]=2>>[NH2:16][C:17]1[N:18]=[CH:19][C:20]2[C:25]([CH:26]=1)=[C:24]([NH:27][C:28]([NH:13][CH2:12][C:11]1[CH:10]=[CH:9][C:8]([N:1]3[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]3)=[CH:15][CH:14]=1)=[O:33])[CH:23]=[CH:22][CH:21]=2

Participants

3

Reactant 2

HCID 22337561[4-(Azepan-1-YL)phenyl]methanamineHCID 22337669N-(3-amino-5-isoquinolinyl)-2,2,2-trichloroacetamide

Product 1

HCID 10452949N-(3-amino-5-isoquinolinyl)-N'-[4-(1-azepanyl)benzyl]urea

Procedure

The title compound was prepared using the procedure described in Example 1B using 4-(1-azepanyl)benzylamine and the product from Example 150A instead of 2-(3-fluorophenyl)ethylamine and the product from Example 1A. 1H NMR (300 MHz, DMSO-d6) δ 8.77 (s, 1H), 8.19 (s, 1H), 7.88 (d, 1H, J=8.7 Hz), 7.45 (d, 1H, J=8.7 Hz), 7.09 (m, 3H), 6.76 (t, 1H, J=5.4 Hz), 6.66 (m, 3H), 5.90 (s, 2H), 4.17 (d, 2H, J=5.4 Hz), 3.24 (m, 4H), 1.71 (m, 4H), 1.44 (m, 4H); MS (ESI) 390 (M+H)+; Anal. Calcd for C23H27N5O.0.4H2O: C, 69.64; H, 7.06; N, 17.65. Found: C, 69.53; H, 6.81; N, 17.38.

Sources & evidence

ORD record
ord-49d5137e462c44feb28217ad50112689
Source dataset
uspto-grants-2012_08
Patent number
US08247413B2

Reaction notes

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