N-Methylcyclohexylamine → HCID 67541432, compound

HRID 1808071Notes

Reaction equation

HRID 1808071 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]([Cl: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.[CH3:36][NH:37][CH:38]1[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]1>C(N(CC)CC)C>[ClH:31].[Cl: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:37]([CH:38]5[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]5)[CH3:36])=[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 7514N-MethylcyclohexylamineHCID 59489845HCID 59489845, compound

Product 1

HCID 67541432HCID 67541432, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

This was synthesized by using (S)-4-(6-(4-chlorophenyl)-5,6-dihydrobenzo[h]quinazolin-2-ylamino)phenethyl methanesulfonate, N-methylcyclohexanamine and triethylamine as described in general procedure 2 to give a yellow solid. M.p.=159-162° C. 1H NMR 400 MHz (DMSO-d6) δ 9.96 (s, br, 1H), 9.59 (s, 1H), 8.28 (m, 2H), 7.78 (d, J=8.4 Hz, 2H), 7.49-7.43 (m, 2H), 7.30 (m, 2H), 7.23 (d, J=8.8 Hz, 4H), 7.09 (m, 4H), 4.41 (t, J=6.0 Hz, 1H), 3.29-2.94 (m, 8H), 2.72 (d, J=5.2 Hz, 3H), 2.03-1.10 (m, 10H). LCMS m/e 523 (M+H).

Workup

  1. customThis was synthesized
  2. customto give a yellow solid

Sources & evidence

ORD record
ord-ab4d6d18aa6a4139922a76adcadd7ee4
Source dataset
uspto-grants-2013_01
Patent number
US08357694B2

Reaction notes

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