HCID 43252569, compound → HCID 67450804, compound

HRID 1808061Notes

Reaction equation

HRID 1808061 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][CH:20]([C:25]4[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][C:26]=4[Cl:32])[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][N:44]([CH2:47][CH2:48]N)[CH2:43][CH2:42]1>C(N(CC)CC)C>[ClH:31].[Cl:32][C:26]1[CH:27]=[C:28]([Cl:31])[CH:29]=[CH:30][C:25]=1[CH:20]1[C:19]2[CH:33]=[CH:34][CH:35]=[CH:36][C:18]=2[C:17]2[N:16]=[C:15]([NH:14][C:11]3[CH:12]=[CH:13][C:8]([CH2:48][CH2:47][N:44]4[CH2:45][CH2:46][N:41]([CH2:40][CH2:39][O:38][CH3:37])[CH2:42][CH2:43]4)=[CH:9][CH:10]=3)[N:24]=[CH:23][C:22]=2[CH2:21]1

Participants

4

Reactant 2

HCID 43252569HCID 43252569, compoundHCID 59489943HCID 59489943, compound

Product 1

HCID 67450804HCID 67450804, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

This was synthesized by using 4-(6-(2,4-dichlorophenyl)-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.=208-212° C. 1H NMR (DMSO) 400 MHz δ 9.70 (s, 1H), 8.39-8.31 (m, 2H), 7.85-7.80 (m, 2H), 7.71-7.69 (m, 1H), 7.58-7.46 (m, 2H), 7.31-7.25 (m, 3H), 7.05 (d, J=7.6 Hz, 1H), 6.76 (d, J=8.4 Hz, 1H), 4.80-4.75 (m, 1H), 3.88-3.00 (m, 21H). LCMS 588 [M+H]. Calc. for C33H35Cl2N5O.3.1 Hydrochloric Acid.0.3 Water 0.2 Ethyl Acetate: C, 56.03; H, 5.61; N, 9.67. Found C, 56.04; H, 5.60; N, 9.66.

Workup

  1. customThis was synthesized

Sources & evidence

ORD record
ord-d1d8e8cfff9f447eb4449e25832455ff
Source dataset
uspto-grants-2013_01
Patent number
US08357694B2

Reaction notes

Loading…