2-Aminothiazole → HCID 58869947, compound

HRID 1191697Notes

Reaction equation

COC(=O)[C:4]1C=C[C:7]([NH:10][C:11](=[O:31])[CH2:12][S:13][CH:14]2[C:18]([CH3:19])=[C:17]([CH3:20])[C:16](=[O:21])[N:15]2[CH2:22][C:23]2[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=2)=[N:6][CH:5]=1.NC1[S:35]C=CN=1>>[CH3:30][O:29][C:26]1[CH:27]=[CH:28][C:23]([CH2:22][N:15]2[C:16](=[O:21])[C:17]([CH3:20])=[C:18]([CH3:19])[CH:14]2[S:13][CH2:12][C:11]([NH:10][C:7]2[S:35][CH:4]=[CH:5][N:6]=2)=[O:31])=[CH:24][CH:25]=1

Participants

Reactant 2

HCID 21552-Aminothiazole

HCID 16058694HCID 16058694, compound

Product 1

HCID 58869947HCID 58869947, compound

Procedure

The product from Example 1, Part C (350 mg, 1.1 mmol) and 2-aminothiazole (131 mg, 1.3 mmol) were converted to the title compound by the method described in Example 1, Part D (122 mg, 34%). 1H NMR (300 MHz, CDCl3) δ 7.37 (d, J=3.5 Hz, 1H); 7.22 (d, J=8.8 Hz, 2H); 7.02 (d, J=3.6 Hz, 1H); 7.22 (d, J=8.5 Hz, 2H); 5.11 (d, J=14.6 Hz, 1H); 4.61 (s, 1H); 4.17 (d, 14.6 Hz, 1H); 3.76 (s, 3H); 3.06 (s, 2H); 1.93 (s, 3H); 1.79 (s, 3H). MS: m/z (MH+) 404.

Sources & evidence

ORD record: ord-12a121bcdd204cd0b2d04023dc13d4cf
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08680122B2

Reaction notes

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