Methylamine → HCID 57389742, compound

HRID 241219Notes

Reaction equation

HRID 241219 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.[CH3:38][NH2:39]>>[CH2:3]([NH:5][C:6]1[NH:7][C:8]2[CH:14]=[C:13]([C:15]3[CH:16]=[CH:17][C:18]4[O:24][CH2:23][CH2:22][N:21]([C:35]5[C:34]6[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=6)[N:28]=[C:27]([NH:39][CH3:38])[N:36]=5)[CH2:20][C:19]=4[CH:25]=3)[CH:12]=[CH:11][C:9]=2[N:10]=1)[CH3:4]

Participants

4

Reactant 3

HCID 6329MethylamineHCID 2528862,4-DichloroquinazolineHCID 178463378HCID 178463378, compound

Product 1

HCID 57389742HCID 57389742, 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 methylamine in step 2. 1H NMR (400 MHz, DMSO-d6) δ 7.80 (d, 1H), 7.51 (d, 2H), 7.43 (d, 1H), 7.33 (s, 1H), 7.15 (t, 2H), 7.06-6.96 (m, 2H), 6.74-6.61 (m, 2H), 4.94 (s, 2H), 4.43 (s, 2H), 4.07 (s, 2H), 3.31 (q, 2H), 2.77 (s, 3H), 1.87 (s, 6H), 1.18 (t, 3H); MS (EI) for C27H27N7O: 466.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-8f5a8064868f487b873c00a9d0fd8742
Source dataset
uspto-grants-2014_02
Patent number
US08648066B2

Reaction notes

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