HCID 43252569, compound → HCID 67426973, compound

HRID 1808059Notes

Reaction equation

HRID 1808059 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][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][N:43](CCN)[CH2:42][CH2:41]1>C(N(CC)CC)C>[ClH:31].[Cl:31][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=1[C@@H: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

4

Reactant 2

HCID 43252569HCID 43252569, compoundHCID 59489625HCID 59489625, compound

Product 1

HCID 67426973HCID 67426973, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

This was synthesized by using (S)-4-(6-(2-chlorophenyl)-5,6-dihydrobenzo[h]quinazolin-2-ylamino)phenethyl methanesulfonate, 2-(4-(2-methoxyethyl)piperazin-1-yl)ethanamine and triethylamine as described in general procedure 2 to afford the desired product. M.p.=143-145° C. 1H NMR (DMSO) 400 MHz δ 9.67 (s, 1H), 8.36-8.32 (m, 1H), 8.30 (s, 1H), 7.82-7.78 (m, 2H), 7.54-7.43 (m, 3H), 7.27-7.22 (m, 3H), 7.18-7.13 (m, 1H), 7.00 (d, J=7.6 Hz, 1H), 6.79-6.75 (m, 1H), 4.78 (t, J=6.0 Hz, 1H), 3.86-3.70 (m, 5H), 3.69-3.24 (m, 12H), 3.22-3.09 (m, 2H), 3.07-2.98 (m, 2H). LCMS 554 [M+H]. Calc. for C33H36ClON5.3.07 Hydrochloric acid.0.34 Ethyl Acetate.0.04 Water: C, 59.23; H, 6.06; N, 10.05. Found C, 59.17; H, 6.05; N, 10.05.

Workup

  1. customThis was synthesized

Sources & evidence

ORD record
ord-6a5dfd9b6a6f43ceb12b8a6f9137858a
Source dataset
uspto-grants-2013_01
Patent number
US08357694B2

Reaction notes

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