1-Adamantaneacetyl chloride → HCID 49872913, compound

HRID 1853423Notes

Reaction equation

HRID 1853423 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]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[C:24]([CH3:26])[S:25][C:19]=2[N:18]=[C:17]1[CH3:33]>>[C:1]12([CH2:11][C:12]([NH:15][N:16]3[C:21](=[O:22])[C:20]4[C:23]([C:27]5[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=5)=[C:24]([CH3:26])[S:25][C:19]=4[N:18]=[C:17]3[CH3:33])=[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 27718821-Adamantaneacetyl chlorideHCID 4737888HCID 4737888, compound

Product 1

HCID 49872913HCID 49872913, compound

Procedure

1-Adamantaneacetyl chloride and 3-amino-2,6-dimethyl-5-phenylthieno[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 0.87-1.08 (m, 6 H) 1.08 (s, 3 H) 1.19 (d, 3 H) 1.46-1.69 (m, 1 H) 1.75-2.06 (m, 7 H) 2.10-2.25 (m, 1 H) 2.27-2.44 (m, 2 H) 7.43-7.51 (m, 3 H) 7.54 (d, J=7.8 Hz, 1 H) 7.75-7.84 (m, 1 H) 8.08 (dd, J=7.9, 1.19 Hz, 1 H); MS (ESI+) m/z 448 (M+H)+.

Sources & evidence

ORD record
ord-e39fc9fc7bd34b05acd4b5cb19c130f5
Source dataset
uspto-grants-2015_02
Patent number
US08962639B2

Reaction notes

Loading…