1-(2-Methoxyethyl)piperazine → HCID 67541146, compound

HRID 1808073Notes

Reaction equation

HRID 1808073 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][C@@H:20]([C:25]4[CH:30]=[CH:29][C:28]([Cl:31])=[C:27]([Cl:32])[CH:26]=4)[C:19]4[CH:33]=[CH:34][CH:35]=[CH:36][C:18]=4[C:17]=3[N:16]=2)=[CH:10][CH:9]=1)(=O)=O.[CH3:37][O:38][CH2:39][CH2:40][N:41]1[CH2:46][CH2:45][NH:44][CH2:43][CH2:42]1>C(N(CC)CC)C>[ClH:31].[Cl:32][C:27]1[CH:26]=[C:25]([C@H:20]2[C:19]3[CH:33]=[CH:34][CH:35]=[CH:36][C:18]=3[C:17]3[N:16]=[C:15]([NH:14][C:11]4[CH:10]=[CH:9][C:8]([CH2:7][CH2:6][N:44]5[CH2:45][CH2:46][N:41]([CH2:40][CH2:39][O:38][CH3:37])[CH2:42][CH2:43]5)=[CH:13][CH:12]=4)[N:24]=[CH:23][C:22]=3[CH2:21]2)[CH:30]=[CH:29][C:28]=1[Cl:31]

Participants

4

Reactant 2

HCID 27346381-(2-Methoxyethyl)piperazineHCID 86645590HCID 86645590, compound

Product 1

HCID 67541146HCID 67541146, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

This was synthesized by using (S)-4-(6-(3,4-dichlorophenyl)-5,6-dihydrobenzo[h]quinazolin-2-ylamino)phenethyl methanesulfonate, 1-(2-methoxyethyl)piperazine and triethylamine as described in general procedure 2 to give a yellow solid. M.p.=248-250° C. 1H NMR 400 MHz (DMSO-d6) δ 9.63 (s, br, 1H) 8.33-8.29 (m, 2H), 7.79 (d, J=8.0 Hz, 2H), 7.52-7.42 (m, 2H), 7.23 (d, J=8.8 Hz, 2H), 7.10 (m, 2H), 7.03-7.00 (dd, J=2.0, 8.4 Hz, 2H), 4.46 (t, J=6.4 Hz, 1H), 3.78-3.36 (m, 17H), 3.15 (t, J=6.0 Hz, 2H), 3.01 (m, 2H). LCMS m/e 588 (M+H).

Workup

  1. customThis was synthesized
  2. customto give a yellow solid

Sources & evidence

ORD record
ord-211395ec01fd4336b0ef7d6a62e43746
Source dataset
uspto-grants-2013_01
Patent number
US08357694B2

Reaction notes

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