Triethylamine → HCID 59490214, compound

HRID 1808075Notes

Reaction equation

HRID 1808075 reaction equation
CS(OCC[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[F: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.[CH3:36][O:37][CH2:38][CH2:39][N:40]1[CH2:45][CH2:44][NH:43][CH2:42][CH2:41]1.[CH2:46](N(CC)CC)[CH3:47]>>[F: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:12]=[CH:13][CH:8]=[C:9]([CH2:46][CH2:47][N:43]4[CH2:44][CH2:45][N:40]([CH2:39][CH2:38][O:37][CH3:36])[CH2:41][CH2:42]4)[CH:10]=3)[N:24]=[CH:23][C:22]=2[CH2:21]1

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 27346381-(2-Methoxyethyl)piperazineHCID 86645591HCID 86645591, compound

Product 1

HCID 59490214HCID 59490214, compound

Procedure

This was synthesized by using (S)-4-(6-(2-fluorophenyl)-5,6-dihydrobenzo[h]quinazolin-2-ylamino)phenethyl methanesulfonate, 1-(2-methoxyethyl)piperazine and triethylamine as described in general procedure 6 to afford the desired product as hydrochloride salt. M.p.=148-150° C. 1H NMR 400 MHz (CDCl3) δ 8.42 (d, J=7.6 Hz, 1 H), 8.15 (s, 1 H), 7.59-7.54 (m, 2 H), 7.46-7.37 (m, 2 H), 7.29-7.25 (m, 1 H), 7.19-7.13 (m, 2 H), 7.09-7.04 (m, 2 ), 6.94-6.87 (m, 2 H), 6.75 (t, J=7.6 Hz, 1 H), 4.67 (t, J=6.4 Hz, 1 H), 3.52 (t, J=5.2 Hz, 2 H), 3.35 (s, 2 H), 3.21-3.08 (m, 2 H), 2.86-2.82 (m, 2 H), 2.69-2.58 (m, 13 H). LCMS m/e 538 (M+H).

Workup

  1. customThis was synthesized

Sources & evidence

ORD record
ord-2152577bc2914c499c3c1a9e236fb3e4
Source dataset
uspto-grants-2013_01
Patent number
US08357694B2

Reaction notes

Loading…