HCID 67037584, compound → HCID 68686170, compound

HRID 1441321Notes

Reaction equation

HRID 1441321 reaction equation
[CH:1]1([N:5]2[C:9]([C:10](=O)/[CH:11]=[CH:12]/N(C)C)=[CH:8][N:7]=[C:6]2[CH3:17])[CH2:4][CH2:3][CH2:2]1.[N:18]1([C:24]2[CH:29]=[CH:28][C:27]([NH:30][C:31]([NH2:33])=[NH:32])=[CH:26][CH:25]=2)[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1>>[O:21]1[CH2:22][CH2:23][N:18]([C:24]2[CH:25]=[CH:26][C:27]([NH:30][C:31]3[N:33]=[C:10]([C:9]4[N:5]([CH:1]5[CH2:2][CH2:3][CH2:4]5)[C:6]([CH3:17])=[N:7][CH:8]=4)[CH:11]=[CH:12][N:32]=3)=[CH:28][CH:29]=2)[CH2:19][CH2:20]1

Participants

3

Reactant 2

HCID 67037584HCID 67037584, compoundHCID 178512567HCID 178512567, compound

Product 1

HCID 68686170HCID 68686170, compound

Procedure

The title compound was prepared from (2E)-1-(1-cyclobutyl-2-methyl-1H-imidazol-5-yl)-3-(dimethylamino)prop-2-en-1-one (Method 37 of WO 03/076435; 233 mg) and N-(4-morpholin-4-ylphenyl)guanidine (Method 4, 405 mg) by the procedure of Example 111 to yield a white solid (228 mg, 61%). NMR: 1.59-1.72 (m, 2H), 2.32-2.44 (m, 4H), 2.75 (s, 3H), 3.21-3.28 (m, 4H), 3.84-3.92 (m, 4H), 5.40 (quintet, 1H), 7.09 (d, 1H), 7.24-7.32 (m, 2H), 7.66 (d, 2H), 8.11 (s, 1H), 8.57 (d, 1H), 9.77 (brs, 1H); m/z 391.

Sources & evidence

ORD record
ord-d73b7f4b05734a748a29ed64820ef498
Source dataset
uspto-grants-2010_02
Patent number
US07655652B2

Reaction notes

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