Piperidine → HCID 67541199, compound

HRID 1808060Notes

Reaction equation

HRID 1808060 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.[NH:36]1[CH2:41][CH2:40][CH2:39][CH2:38][CH2:37]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:36]4[CH2:41][CH2:40][CH2:39][CH2:38][CH2:37]4)=[CH:13][CH:12]=3)[N:24]=[CH:23][C:22]=2[CH2:21]1

Participants

4

Reactant 2

HCID 8082PiperidineHCID 59489625HCID 59489625, compound

Product 1

HCID 67541199HCID 67541199, 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, piperidine and triethylamine as described in general procedure 2 to afford the desired product. M.p.=164-167° C. 1H NMR (DMSO) 400 MHz δ 10.10 (bs, 1H), 9.64 (s, 1H), 8.36-8.32 (m, 1H), 8.30 (s, 1H), 7.80 (d, J=8.4 Hz, 2H), 7.53-7.43 (m, 3H), 7.26-7.20 (m, 3H), 7.18-7.13 (m, 1H), 7.00 (d, J=7.2 Hz, 1H), 6.79-6.75 (m, 1H), 4.77 (t, J=6.8 Hz, 1H), 3.51-3.46 (m, 2H), 3.25-3.09 (m, 4H), 3.01-2.96 (m, 2H), 2.93-2.83 (m, 2H), 1.80-1.67 (m, 5H), 1.41-1.31 (m, 1H). LCMS 495 [M+H]. Calc. for C31H31ClN4.2.07 Hydrochloric acid.0.08 Ethyl Acetate: C, 65.13; H, 5.88; N, 9.70. Found C, 65.13; H, 5.84; N, 9.69.

Workup

  1. customThis was synthesized

Sources & evidence

ORD record
ord-2edfe72cd2e14a539f83e5b598e6c8e8
Source dataset
uspto-grants-2013_01
Patent number
US08357694B2

Reaction notes

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