Piperidine → HCID 59489914, compound

HRID 1808065Notes

Reaction equation

HRID 1808065 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][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.[NH:36]1[CH2:41][CH2:40][CH2:39][CH2:38][CH2:37]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:12]=[CH:13][C:8]([CH2:7][CH2:6][N:36]5[CH2:41][CH2:40][CH2:39][CH2:38][CH2:37]5)=[CH:9][CH:10]=4)[N:24]=[CH:23][C:22]=3[CH2:21]2)=[CH:30][CH:29]=1

Participants

4

Reactant 2

HCID 8082PiperidineHCID 59490197HCID 59490197, compound

Product 1

HCID 59489914HCID 59489914, 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, piperidine and triethylamine as described in general procedure 2 to afford the desired product. M.p.=185-188° C. 1H NMR (CDCl3) 400 MHz δ 12.19 (brs, 1H), 10.89 (brs, 1H), 8.36 (brs, 1H), 8.01 (brs, 1H), 7.69 (d, J=6.6 Hz, 2H), 7.58-7.59 (m, 2H), 7.35 (d, J=6.2 Hz, 2H), 7.26 (d, J=2.7 Hz, 1H, 7.11-7.12 (m, 1H), 7.01-7.11 (m, 3H), 4.14 (s, 1H), 3.63 (d, J=10.5 Hz), 3.31-3.33 (m, 3H), 3.12-3.17 (m, 3H), 2.74 (d, J=11.2 Hz, 2H), 2.36 (d, J=12.1 Hz, 2H), 2.09 (s, 1H), 1.92-1.95 (m, 3H), 1.43-1.46 (m, 1H). LCMS m/e 479 [M+H].

Workup

  1. customThis was synthesized

Sources & evidence

ORD record
ord-c472f16ab6b9404e90147100cb247265
Source dataset
uspto-grants-2013_01
Patent number
US08357694B2

Reaction notes

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