HCID 848953, compound → HCID 49872820, compound

HRID 1853420Notes

Reaction equation

HRID 1853420 reaction equation
[NH2:1][N:2]1[C:7](=[O:8])[C:6]2[CH:9]=[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[S:11][C:5]=2[N:4]=[C:3]1[S:18][CH:19]([CH3:21])[CH3:20].[C:22]12([CH2:32][C:33](Cl)=[O:34])[CH2:31][CH:26]3[CH2:27][CH:28]([CH2:30][CH:24]([CH2:25]3)[CH2:23]1)[CH2:29]2>>[C:22]12([CH2:32][C:33]([NH:1][N:2]3[C:7](=[O:8])[C:6]4[CH:9]=[C:10]([C:12]5[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=5)[S:11][C:5]=4[N:4]=[C:3]3[S:18][CH:19]([CH3:21])[CH3:20])=[O:34])[CH2:29][CH:28]3[CH2:27][CH:26]([CH2:25][CH:24]([CH2:30]3)[CH2:23]1)[CH2:31]2

Participants

3

Reactant 2

HCID 848953HCID 848953, compoundHCID 27718821-Adamantaneacetyl chloride

Product 1

HCID 49872820HCID 49872820, compound

Procedure

3-amino-2-(isopropylthio)-6-phenylthieno[2,3-d]pyrimidin-4(3H)-one and 1-adamantaneacetyl chloride were reacted as described in Example 5 to provide the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.38 (t, J=6.7 Hz, 6H), 1.61-1.71 (m, 12H), 1.92-1.97 (m, 3H), 2.05-2.15 (m, 2H), 3.78-3.87 (m, 1H), 7.36-7.49 (m, 3H), 7.75-7.79 (m, 3H), 10.92 (s, 1H); MS (DCI/NH3) m/z 494 (M+H)+; Elemental Analysis: Calculated for C24H25N3O2S: C, 68.71; H, 6.01; N, 10.02. Found: C, 68.53; H, 5.65; N, 9.98.

Sources & evidence

ORD record
ord-b4cdd6266f824da09704636430f57db7
Source dataset
uspto-grants-2015_02
Patent number
US08962639B2

Reaction notes

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