HCID 2392279, compound → HCID 49872630, compound

HRID 1853408Notes

Reaction equation

HRID 1853408 reaction equation
[NH2:1][N:2]1[C:7](=[O:8])[C:6]2[CH:9]=[C:10]([CH2:12][CH3:13])[S:11][C:5]=2[N:4]=[CH:3]1.[C:14]12([CH2:24][C:25](Cl)=[O:26])[CH2:23][CH:18]3[CH2:19][CH:20]([CH2:22][CH:16]([CH2:17]3)[CH2:15]1)[CH2:21]2>>[C:14]12([CH2:24][C:25]([NH:1][N:2]3[C:7](=[O:8])[C:6]4[CH:9]=[C:10]([CH2:12][CH3:13])[S:11][C:5]=4[N:4]=[CH:3]3)=[O:26])[CH2:21][CH:20]3[CH2:19][CH:18]([CH2:17][CH:16]([CH2:22]3)[CH2:15]1)[CH2:23]2

Participants

3

Reactant 2

HCID 2392279HCID 2392279, compoundHCID 27718821-Adamantaneacetyl chloride

Product 1

HCID 49872630HCID 49872630, compound

Procedure

3-Amino-6-ethylthieno[2,3-d]pyrimidin-4(3H)-one and 1-adamantane acetyl chloride were reacted as described in Example 5 to provide the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm. 35 (t, J=7.5 Hz, 1H), 1.64-1.73 (m, 12H), 2.00-2.04 (m, 3H), 2.21 (s, 2H), 2.88 (qd, J=7.5, 1.2 Hz, 1H), 7.17 (t, J=1.2 Hz, 1H), 7.93 (s, 1H), 8.08 (s, 1H) ppm; MS (DCI/NH3) m/z 372 (M+H)+; Elemental Analysis: Calculated for C20H25N3O2S.0.2H2O: C, 64.04; H, 6.83; N, 11.20. Found: C, 63.91; H, 6.68; N, 11.27.

Sources & evidence

ORD record
ord-b5584a55deaa43858ac2607ab9e1193f
Source dataset
uspto-grants-2015_02
Patent number
US08962639B2

Reaction notes

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