1-(2-Methoxyethyl)piperazine → HCID 59489611, compound

HRID 1808055Notes

Reaction equation

HRID 1808055 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[C:31]([F:34])([F:33])[F:32])[C:19]4[CH:35]=[CH:36][CH:37]=[CH:38][C:18]=4[C:17]=3[N:16]=2)=[CH:10][CH:9]=1)(=O)=O.[CH3:39][O:40][CH2:41][CH2:42][N:43]1[CH2:48][CH2:47][NH:46][CH2:45][CH2:44]1>C(N(CC)CC)C>[CH3:39][O:40][CH2:41][CH2:42][N:43]1[CH2:48][CH2:47][N:46]([CH2:6][CH2:7][C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:15]3[N:24]=[CH:23][C:22]4[CH2:21][CH:20]([C:25]5[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=5[C:31]([F:33])([F:32])[F:34])[C:19]5[CH:35]=[CH:36][CH:37]=[CH:38][C:18]=5[C:17]=4[N:16]=3)=[CH:10][CH:9]=2)[CH2:45][CH2:44]1

Participants

4

Reactant 2

HCID 27346381-(2-Methoxyethyl)piperazineHCID 86645589HCID 86645589, compound

Product 1

HCID 59489611HCID 59489611, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

This was synthesized by using 4-(6-(2-(trifluoromethyl)phenyl)-5,6-dihydrobenzo[h]quinazolin-2-ylamino)phenethyl methanesulfonate, 1-(2-methoxyethyl)piperazine and triethylamine as described in general procedure 2 to afford the desired product. M.p.=139-140° C. 1H NMR 400 MHz (DMSO-d6) δ 9.55 (s, 1 H); 8.38-8.34 (m, 2 H), 7.82-7.75 (m, 3 H), 7.56 (t, 1 H), 7.49-7.40 (m, 3 H), 7.27 (d, J=8.0 Hz, 1 H), 7.18-7.15 (m, 2 H), 6.76 (d, J=7.2 Hz, 1 H), 4.64 (t, J=7.6 Hz, 1 H), 3.43-3.37 (m, 2 H), 3.34 (s, 3 H), 3.21-3.11 (m, 2 H), 2.69-2.65 (m, 2 H), 2.50-2.43 (m, 12). LCMS 588 (M+H).

Workup

  1. customThis was synthesized

Sources & evidence

ORD record
ord-ef028a30fece4765a807bbb2a5454336
Source dataset
uspto-grants-2013_01
Patent number
US08357694B2

Reaction notes

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