HCID 43252569, compound → HCID 59489587, compound

HRID 1808064Notes

Reaction equation

HRID 1808064 reaction equation
CS(OCC[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]([F:31])=[CH:27][CH:26]=4)[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]([CH2:46][CH2:47]N)[CH2:42][CH2:41]1>C(N(CC)CC)C>[F:31][C:28]1[CH:27]=[CH:26][C:25]([C@H:20]2[C:19]3[CH:32]=[CH:33][CH:34]=[CH:35][C:18]=3[C:17]3[N:16]=[C:15]([NH:14][C:11]4[CH:10]=[CH:9][C:8]([CH2:47][CH2:46][N:43]5[CH2:44][CH2:45][N:40]([CH2:39][CH2:38][O:37][CH3:36])[CH2:41][CH2:42]5)=[CH:13][CH:12]=4)[N:24]=[CH:23][C:22]=3[CH2:21]2)=[CH:30][CH:29]=1

Participants

4

Reactant 2

HCID 43252569HCID 43252569, compoundHCID 59490197HCID 59490197, compound

Product 1

HCID 59489587HCID 59489587, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

This was synthesized by using (S)-4-(6-(4-fluorophenyl)-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.=195-198° C.; 1H NMR (CDCl3/DMSO-d6) 400 MHz δ 8.37 (d, J=7.0 Hz, 1H), 8.03, (s, 1H), 7.73 (d, J=8.2 Hz, 2H), 7.63 (s, 3H), 7.54-7.57 (m, 2H), 7.34-7.37 (d, J=7.0 Hz, 1H) 1H), 8.01 (brs, 1H), 7.69 (d, J=6.6 Hz, 2H), 7.58-7.59 (m, 2H), 7.35 (d, J=8.6 Hz, 2H), 7.12 (d, J=7.0 Hz, 1H), 7.05-7.08 (m, 2H), 7.01, 7.04 (m, 2H), 4.43 (t, J=7.0 Hz, 1H), 3.89-3.91 (m, 7H), 3.39 (s, 5H), 3.28-3.30 (m, 2H), 2.02 (s, 2H). LCMS m/e 538 [M+H].

Workup

  1. customThis was synthesized

Sources & evidence

ORD record
ord-b57309a469324282bbb3fed89a78694a
Source dataset
uspto-grants-2013_01
Patent number
US08357694B2

Reaction notes

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