2-Methoxyethylamine → HCID 67426589, compound

HRID 1808056Notes

Reaction equation

HRID 1808056 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][CH:20]([C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=4[C:31]([F:34])([F:33])[F:32])[C:19]4[CH:35]=[CH:36][CH:37]=[CH:38][C:18]=4[C:17]=3[N:16]=2)=[CH:10][CH:9]=1)(=O)=O.[CH3:39][O:40][CH2:41][CH2:42][NH2:43]>C(N(CC)CC)C>[CH3:39][O:40][CH2:41][CH2:42][NH:43][CH2:6][CH2:7][C:8]1[CH:9]=[CH:10][C:11]([NH:14][C:15]2[N:24]=[CH:23][C:22]3[CH2:21][CH:20]([C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=4[C:31]([F:34])([F:32])[F:33])[C:19]4[CH:35]=[CH:36][CH:37]=[CH:38][C:18]=4[C:17]=3[N:16]=2)=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 80182-MethoxyethylamineHCID 86645589HCID 86645589, compound

Product 1

HCID 67426589HCID 67426589, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

This was synthesized by using 4-(6-(2-(trifluoromethyl)phenyl)-5,6-dihydrobenzo[h]quinazolin-2-ylamino)phenethyl methanesulfonate, 2-methoxyethanamine and triethylamine as described in general procedure 2 to afford the desired product. M.p.=61-62° C. 1H NMR 400 MHz (DMSO-d6) δ 9.55 (s, 1 H); 8.38-8.34 (m, 2 H), 7.82-7.75 (m, 3 H), 7.56 (t, 1 H), 7.49-7.40 (m, 3 H), 7.27 (d, J=7.6 Hz, 1 H), 7.17-7.15 (m, 2 H), 6.76 (d, J=7.2 Hz, 1 H), 4.64 (t, J=7.2 Hz, 1 H), 3.39-3.35 (m, 3 H), 3.23 (s, 3 H), 3.21-3.11 (m, 2 H), 2.76-2.64 (m, 6 H). LCMS 519 (M+H).

Workup

  1. customThis was synthesized

Sources & evidence

ORD record
ord-ef7f3a5457244c64aca13133b0de4e1a
Source dataset
uspto-grants-2013_01
Patent number
US08357694B2

Reaction notes

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