HCID 178430407, compound → HCID 178521774, compound

HRID 714344Notes

Reaction equation

CC1CNC(C2C=CN=C(NC(=O)C3C=CC=CC=3)C=2)=N1.[CH2:22]([CH:29]1[CH2:33][NH:32][C:31]([C:34]2[CH:39]=[CH:38][N:37]=[C:36]([NH:40][C:41](=[O:48])[C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=3)[CH:35]=2)=[N:30]1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>>[CH2:22]([C:29]1[N:30]=[C:31]([C:34]2[CH:39]=[CH:38][N:37]=[C:36]([NH:40][C:41](=[O:48])[C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=3)[CH:35]=2)[NH:32][CH:33]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

Reactant 2

HCID 178430407HCID 178430407, compound

HCID 178521773HCID 178521773, compound

Product 1

HCID 178521774HCID 178521774, compoundYield 19%

Procedure

Following the procedure as described in Example 10, making variations as required to replace N-(4-(4-methyl-4,5-dihydro-1H-imidazol-2-yl)pyridin-2-yl)benzamide with N-(4-(4-benzyl-4,5-dihydro-1H-imidazol-2-yl)pyridin-2-yl)benzamide, N-(4-(4-benzyl-1H-imidazol-2-yl)pyridin-2-yl)benzamide was obtained as a colorless solid in 19% yield: mp 110-112° C.; 1H NMR (300 MHz, CDCl3) δ 8.96 (br s, 1H), 8.62 (s, 1H), 8.18 (d, J=3.7 Hz, 1H), 7.83 (d, J=7.2 Hz, 2H), 7.70 (d, J=4.8 Hz, 1H), 7.58-7.50 (m, 1H), 7.48-7.40 (m, 2H), 7.30-7.14 (m, 5H), 6.81 (br s, 1H), 3.96 (s, 2H); MS (ES+) m/z 355.3 (M+1).

Sources & evidence

ORD record: ord-ba26518578fb4f7f84fee683c3274884
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09187426B2

Reaction notes

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