1-(2-Methoxyethyl)piperazine → HCID 67427889, compound

HRID 1808052Notes

Reaction equation

HRID 1808052 reaction equation
CS(O[CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([NH:14][C:15]2[N:24]=[CH:23][C:22]3[CH2:21][CH:20]([C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=4[Cl:31])[C:19]4[CH:32]=[CH:33][CH:34]=[CH:35][C:18]=4[C:17]=3[N:16]=2)=[CH:10][CH:9]=1)(=O)=O.[CH3:36][O:37][CH2:38][CH2:39][N:40]1[CH2:45][CH2:44][NH:43][CH2:42][CH2:41]1>>[ClH:31].[Cl:31][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=1[CH:20]1[C:19]2[CH:32]=[CH:33][CH:34]=[CH:35][C:18]=2[C:17]2[N:16]=[C:15]([NH:14][C:11]3[CH:10]=[CH:9][C:8]([CH2:7][CH2:6][N:43]4[CH2:44][CH2:45][N:40]([CH2:39][CH2:38][O:37][CH3:36])[CH2:41][CH2:42]4)=[CH:13][CH:12]=3)[N:24]=[CH:23][C:22]=2[CH2:21]1

Participants

3

Reactant 2

HCID 27346381-(2-Methoxyethyl)piperazineHCID 72305892HCID 72305892, compound

Product 1

HCID 67427889HCID 67427889, compound

Procedure

This product was synthesized as described in general procedure 2 except 4-(6-(2-chlorophenyl)-5,6-dihydrobenzo[h]quinazolin-2-ylamino)phenethyl methanesulfonate was used instead of 4-(6-(3-bromophenyl)-5,6-dihydrobenzo[h]quinazolin-2-ylamino)phenethyl methanesulfonate and 1-(2-methoxyethyl)piperazine was used instead of piperidine to afford 6-(2-chlorophenyl)-N-(4-(2-(4-(2-methoxyethyl)piperazin-1-yl)ethyl)phenyl)-5,6-dihydrobenzo[h]quinazolin-2-amine hydrochloride. 1H-NMR 400 MHz (CDCl3) δ 8.43 (d, J=7.4, 1H), 8.11 (s, 1H), 7.63 (d, J=7.4 Hz, 2H), 7.44-7.39 (m, 3H), 7.40 (s, 1H), 7.21 (d, J=6.6 Hz, 2H), 7.15-7.12 (m, 1H), 7.02 (d, J=7.8, 2H), 6.73 (d, J=6.2, 1H), 4.85 (m, 1H), 3.35 (s, 3H), 3.55 (t, J=5.4, 2H), 3.18-3.13 (m, 3H), 2.66-2.61 (m, 11H). LCMS m/e 554 (M+H).

Workup

  1. customThis product was synthesized

Sources & evidence

ORD record
ord-423a1f7c22ec4198961ff3927d4ab688
Source dataset
uspto-grants-2013_01
Patent number
US08357694B2

Reaction notes

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