N-Methylbutylamine → HCID 59490189, compound

HRID 1808063Notes

Reaction equation

HRID 1808063 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.[CH3:36][NH:37][CH2:38][CH2:39][CH2:40][CH3:41]>C(N(CC)CC)C>[CH2:38]([N:37]([CH3:36])[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)[CH2:39][CH2:40][CH3:41]

Participants

4

Reactant 2

HCID 8068N-MethylbutylamineHCID 59490197HCID 59490197, compound

Product 1

HCID 59490189HCID 59490189, 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, N-methylbutan-1-amine and triethylamine as described in general procedure 2 to afford the desired product. M.p.=164-166° C. 1H NMR (DMSO-d6) 400 MHz δ 10.65 (brs, 1H), 9.78 (s, 1H), 8.32-8.35 (m, 2H), 7.79 (d, J=8.6 Hz, 2H), 7.51 (t, J=5.0 Hz, 2H), 7.26 (d, J=8.6 Hz, 2H), 7.02-7.08 (m, 5H), 4.46 (t, J=6.2 Hz, 1H), 3.13-3.18 (m, 5H), 2.99-3.03 (m, 3H), 2.79 (d, J=5.0 Hz, 3H), 1.17 (t, J=7.8 Hz, 2H), 1.31 (m, 2H), 1.27-1.32 (m, 3H), 0.91 (t, J=7.4 Hz, 3H) LCMS m/e 481 [M+H].

Workup

  1. customThis was synthesized

Sources & evidence

ORD record
ord-e9721b20dc59458eaeb966926afb3ee5
Source dataset
uspto-grants-2013_01
Patent number
US08357694B2

Reaction notes

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