HCID 43252569, compound → HCID 59489983, compound

HRID 1808053Notes

Reaction equation

HRID 1808053 reaction equation
CS(OC[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][CH:26]=4)[C:19]4[CH:31]=[CH:32][CH:33]=[CH:34][C:18]=4[C:17]=3[N:16]=2)=[CH:10][CH:9]=1)(=O)=O.[CH3:35][O:36][CH2:37][CH2:38][N:39]1[CH2:44][CH2:43][N:42]([CH2:45]CN)[CH2:41][CH2:40]1>C(N(CC)CC)C>[CH3:35][O:36][CH2:37][CH2:38][N:39]1[CH2:40][CH2:41][N:42]([CH2:45][CH2:7][C:8]2[CH:9]=[CH:10][C:11]([NH:14][C:15]3[N:16]=[CH:17][C:22]4[CH2:21][CH:20]([C:19]5[CH:18]=[CH:34][CH:33]=[CH:32][CH:31]=5)[C:25]5[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=5[C:23]=4[N:24]=3)=[CH:12][CH:13]=2)[CH2:43][CH2:44]1

Participants

4

Reactant 2

HCID 43252569HCID 43252569, compoundHCID 59489685HCID 59489685, compound

Product 1

HCID 59489983HCID 59489983, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

This was synthesized by using 4-(6-phenyl-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. Yellow solid (34%). M.p.=52-54° C. 1H NMR 400 MHz (CDCl3) δ 8.40 (d, J=7.6 Hz, 1H), 8.17 (s, 1H), 7.63 (d, J=8.4 Hz, 2H), 7.43 (t, J=6.4 Hz, 1H), 7.38 (t, J=6.4 Hz, 1H), 7.29-7.21 (m, 6H), 7.14 (d, J=2.0 Hz, 2H), 7.01 (d, J=7.6 Hz, 1H), 4.30 (t, J=7.2 Hz, 1H), 3.52 (t, J=6.0 Hz, 2H), 3.36 (s, 3H), 3.22-3.06 (m, 2H), 2.81 (t, J=8.0 Hz, 2H), 2.64-2.50 (m, 12H). LCMS m/e 520 (M+H).

Workup

  1. customThis was synthesized

Sources & evidence

ORD record
ord-9c6dfd492f9548d6b33195024364cb8e
Source dataset
uspto-grants-2013_01
Patent number
US08357694B2

Reaction notes

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