1-Adamantaneacetyl chloride → HCID 49872538, compound

HRID 1853407Notes

Reaction equation

HRID 1853407 reaction equation
[NH2:1][N:2]1[C:7](=[O:8])[C:6]2[CH:9]=[CH:10][S:11][C:5]=2[N:4]=[C:3]1[CH3:12].[C:13]12([CH2:23][C:24](Cl)=[O:25])[CH2:22][CH:17]3[CH2:18][CH:19]([CH2:21][CH:15]([CH2:16]3)[CH2:14]1)[CH2:20]2>>[C:13]12([CH2:23][C:24]([NH:1][N:2]3[C:7](=[O:8])[C:6]4[CH:9]=[CH:10][S:11][C:5]=4[N:4]=[C:3]3[CH3:12])=[O:25])[CH2:20][CH:19]3[CH2:18][CH:17]([CH2:16][CH:15]([CH2:21]3)[CH2:14]1)[CH2:22]2

Participants

3

Reactant 2

HCID 27718821-Adamantaneacetyl chlorideHCID 49620223-Amino-2-methylthieno[2,3-d]pyrimidin-4(3H)-one

Product 1

HCID 49872538HCID 49872538, compound

Procedure

3-Amino-2-methylthieno[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 1.58-1.74 (m, 12H), 1.93-1.98 (m, 3H), 2.08-2.18 (m, 2H), 2.39 (s, 3H), 7.39 (d, J=6.0 Hz, 1H), 7.59 (d, J=6.0 Hz, 1H), 10.89 (s, 1H) ppm; MS (DCI/NH3) m/z 358 (M+H)+; Elemental Analysis: Calculated for C19H23N3O2S.0.8H2O: C, 61.37; H, 6.67; N, 11.30. Found: C, 61.50; H, 6.86; N, 11.38.

Sources & evidence

ORD record
ord-92dc3d6d585341b8b70ec84f91d79684
Source dataset
uspto-grants-2015_02
Patent number
US08962639B2

Reaction notes

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