Ethylamine → HCID 59586233, compound

HRID 241220Notes

Reaction equation

HRID 241220 reaction equation
Cl.Cl.[CH2:3]([NH:5][C:6]1[NH:10][C:9]2[CH:11]=[CH:12][C:13]([C:15]3[CH:16]=[CH:17][C:18]4[O:24][CH2:23][CH2:22][NH:21][CH2:20][C:19]=4[CH:25]=3)=[CH:14][C:8]=2[N:7]=1)[CH3:4].Cl[C:27]1[N:36]=[C:35](Cl)[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[N:28]=1.[CH2:38]([NH2:40])[CH3:39]>>[CH2:38]([NH:40][C:27]1[N:36]=[C:35]([N:21]2[CH2:20][C:19]3[CH:25]=[C:15]([C:13]4[CH:12]=[CH:11][C:9]5[N:10]=[C:6]([NH:5][CH2:3][CH3:4])[NH:7][C:8]=5[CH:14]=4)[CH:16]=[CH:17][C:18]=3[O:24][CH2:23][CH2:22]2)[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[N:28]=1)[CH3:39]

Participants

4

Reactant 3

HCID 6341EthylamineHCID 2528862,4-DichloroquinazolineHCID 178463378HCID 178463378, compound

Product 1

HCID 59586233HCID 59586233, compound

Procedure

Prepared according to the method of example 25 by using N-ethyl-5-(2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl)-1H-benzimidazol-2-amine dihydrochloride (example 11, step 3) and 2,4-dichloroquinazoline in step 1 and ethylamine in step 2. 1H NMR (400 MHz, DMSO-d6) δ 7.80 (d, 1H), 7.57-7.48 (m, 2H), 7.43 (s, 1H), 7.36-7.28 (m, 2H), 7.19-7.11 (m, 2H), 7.07-6.95 (m, 2H), 6.72-6.58 (m, 1H), 4.95 (s, 2H), 4.43 (s, 2H), 4.11 (s, 2H), 3.32-3.25 (m, 4H), 1.91 (d, 4H), 1.18 (t, 6H); MS (EI) for C28H29N7O: 480 (MH+).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-fda1821d67f44c5dab588b4535bfd492
Source dataset
uspto-grants-2014_02
Patent number
US08648066B2

Reaction notes

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