Piperidine → HCID 67426579, compound

HRID 1808062Notes

Reaction equation

HRID 1808062 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][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.[NH:37]1[CH2:42][CH2:41][CH2:40][CH2:39][CH2:38]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]([CH2:7][CH2:6][N:37]4[CH2:42][CH2:41][CH2:40][CH2:39][CH2:38]4)=[CH:9][CH:10]=3)[N:24]=[CH:23][C:22]=2[CH2:21]1

Participants

4

Reactant 2

HCID 8082PiperidineHCID 59489943HCID 59489943, compound

Product 1

HCID 67426579HCID 67426579, 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, piperidine and triethylamine as described in general procedure 2 to afford the desired product. M.p.=225-230° C. 1H NMR (DMSO) 400 MHz δ 10.05 (bs, 1H), 9.66 (s, 1H), 8.36 (d, J=6.4 Hz, 1H), 8.32 (s, 1H), 7.83-7.80 (m, 2H), 7.72-7.70 (m, 1H), 7.57-7.46 (m, 2H), 7.30-7.22 (m, 3H), 7.05 (d, J=7.6 Hz, 1H), 6.76 (d, J=8.0 Hz, 1H), 4.80-4.75 (m, 1H), 3.53-3.48 (m, 2H), 3.27-3.07 (m, 4H), 3.03-2.86 (m, 4H), 1.86-1.69 (m, 5H), 1.42-1.38 (m, 1H). LCMS 529 [M+H]. Calc. for C31H30Cl2N4.2.1 Hydrochloric acid: C, 61.44; H, 5.34; N, 9.24. Found C, 61.45; H, 5.32; N, 9.31.

Workup

  1. customThis was synthesized

Sources & evidence

ORD record
ord-f5d14e5168e145fcbccbb0e0da8a8fd8
Source dataset
uspto-grants-2013_01
Patent number
US08357694B2

Reaction notes

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