Oxazol-2-ylmethanamine → HCID 57744480, compound

HRID 1887353Notes

Reaction equation

HRID 1887353 reaction equation
[O:1]1[CH:5]=[CH:4][N:3]=[C:2]1[CH2:6][NH2:7].[CH2:8]([O:15][C:16]1[CH:21]=[CH:20][N:19]([C:22]2[S:23][C:24]([C:28](O)=[O:29])=[C:25]([CH3:27])[N:26]=2)[C:18](=[O:31])[CH:17]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>>[CH2:8]([O:15][C:16]1[CH:21]=[CH:20][N:19]([C:22]2[S:23][C:24]([C:28]([NH:7][CH2:6][C:2]3[O:1][CH:5]=[CH:4][N:3]=3)=[O:29])=[C:25]([CH3:27])[N:26]=2)[C:18](=[O:31])[CH:17]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

3

Reactant 2

HCID 18947655Oxazol-2-ylmethanamineHCID 249859522-(4-(benzyloxy)-2-oxopyridin-1(2H)-yl)-methylthiazole-5-carboxylic acid

Product 1

HCID 57744480HCID 57744480, compoundYield 62%

Procedure

Following the procedure as described in Example 22, making variation only as required to use oxazol-2-ylmethanamine in place of benzo[b]thiophen-2-ylmethanamine to react with 2-(4-(benzyloxy)-2-oxopyridin-1(2H)-yl)-4-methylthiazole-5-carboxylic acid, the title compound was obtained as a colorless solid in 62% yield: 1H NMR (300 MHz, DMSO-d6) δ 8.87 (t, J=5.7 Hz, 1H), 8.61 (d, J=8.1 Hz, 1H), 8.02 (s, 1H), 7.45-7.30 (m, 5H), 7.13 (s, 1H), 6.39 (dd, J=8.1, 2.7 Hz, 1H), 6.23 (d, J=2.7 Hz, 1H), 5.16 (s, 2H), 4.49 (d, J=5.7 Hz, 2H), 2.54 (m, 3H); MS (ES+) m/z 423.2 (M+1).

Sources & evidence

ORD record
ord-9c5511ecd54348d7b15486b68a7254de
Source dataset
uspto-grants-2013_08
Patent number
US08501746B2

Reaction notes

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