3-amino-2-ethyl-3H,4H-thieno[2,3-d]pyrimidin-4-one → HCID 49873007, compound

HRID 1853428Notes

Reaction equation

HRID 1853428 reaction equation
[Cl:1][C:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][C:4]([CH2:12][C:13](Cl)=[O:14])([CH2:5]3)[CH2:3]1)[CH2:9]2.[NH2:16][N:17]1[C:22](=[O:23])[C:21]2[CH:24]=[CH:25][S:26][C:20]=2[N:19]=[C:18]1[CH2:27][CH3:28]>>[Cl:1][C:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][C:4]([CH2:12][C:13]([NH:16][N:17]4[C:22](=[O:23])[C:21]5[CH:24]=[CH:25][S:26][C:20]=5[N:19]=[C:18]4[CH2:27][CH3:28])=[O:14])([CH2:5]3)[CH2:3]1)[CH2:9]2

Participants

3

Reactant 2

HCID 21329803-amino-2-ethyl-3H,4H-thieno[2,3-d]pyrimidin-4-oneHCID 86648157HCID 86648157, compound

Product 1

HCID 49873007HCID 49873007, compound

Procedure

The product from Example 50A and 3-amino-2-ethylthieno[2,3-d]pyrimidin-4(3H)-one (Enamine) were processed using the method described in Example 42C to afford the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.20 (t, J=7.3 Hz, 3 H) 1.46-1.81 (m, 6H) 1.94-2.13 (m, 6 H) 2.14-2.23 (m, 2 H) 2.23 (s, 2 H) 2.55-2.86 (m, 2 H) 7.41 (d, J=5.5 Hz, 1 H) 7.59 (d, J=5.5 Hz, 1 H); MS (ESI+) m/z 406 (M+H)+.

Sources & evidence

ORD record
ord-b8a4985a34e448e8bd90d6031499b2a6
Source dataset
uspto-grants-2015_02
Patent number
US08962639B2

Reaction notes

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