3-amino-2,5,6-trimethylthieno[2,3-d]pyrimidin-4(3H)-one → HCID 49872916, compound

HRID 1853426Notes

Reaction equation

HRID 1853426 reaction equation
[C:1]12([CH2:11][C:12](Cl)=[O:13])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[NH2:15][N:16]1[C:21](=[O:22])[C:20]2[C:23]([CH3:27])=[C:24]([CH3:26])[S:25][C:19]=2[N:18]=[C:17]1[CH3:28]>>[C:1]12([CH2:11][C:12]([NH:15][N:16]3[C:21](=[O:22])[C:20]4[C:23]([CH3:27])=[C:24]([CH3:26])[S:25][C:19]=4[N:18]=[C:17]3[CH3:28])=[O:13])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2

Participants

3

Reactant 2

HCID 7121673-amino-2,5,6-trimethylthieno[2,3-d]pyrimidin-4(3H)-oneHCID 27718821-Adamantaneacetyl chloride

Product 1

HCID 49872916HCID 49872916, compound

Procedure

1-Adamantaneacetyl chloride and 3-amino-2,5,6-trimethylthieno[2,3-d]pyrimidin-4(3H)-one (Matrix) were processed using the method described in Example 42C to afford the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.55-1.77 (m, 12 H) 1.91-1.98 (m, 3 H) 2.08 (d, J=12.0 Hz, 1 H) 2.15 (d, J=12.0 Hz, 1 H) 2.35 (s, 3 H) 2.36 (s, 6 H) 10.76 (s, 1H); MS (ESI+) m/z 386 (M+H)+.

Sources & evidence

ORD record
ord-40b6a62b0c704ebd899dd0b66cbcfc59
Source dataset
uspto-grants-2015_02
Patent number
US08962639B2

Reaction notes

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