4H-Cyclopenta(4,5)thieno(2,3-d)pyrimidin-4-one, 3,5,6,7-tetrahydro-3-amino-2-methyl- → HCID 49872912, compound

HRID 1853422Notes

Reaction equation

HRID 1853422 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:24](=[O:25])[C:23]2[C:22]3[CH2:26][CH2:27][CH2:28][C:21]=3[S:20][C:19]=2[N:18]=[C:17]1[CH3:29]>>[C:1]12([CH2:11][C:12]([NH:15][N:16]3[C:24](=[O:25])[C:23]4[C:22]5[CH2:26][CH2:27][CH2:28][C:21]=5[S:20][C:19]=4[N:18]=[C:17]3[CH3:29])=[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 2112404H-Cyclopenta(4,5)thieno(2,3-d)pyrimidin-4-one, 3,5,6,7-tetrahydro-3-amino-2-methyl-HCID 27718821-Adamantaneacetyl chloride

Product 1

HCID 49872912HCID 49872912, compound

Procedure

1-Adamantaneacetyl chloride (BBB-SCI) and 5-amino-6-methyl-1,2,3,5-tetrahydro-8-thia-5,7-diaza-cyclopenta[a]inden-4-one (Matrix) were processed using the method described in Example 42C to afford the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.57-1.77 (m, 14 H) 1.88-2.01 (m, 3 H) 2.03-2.19 (m, 2 H) 2.36 (s, 3 H) 2.38-2.44 (m, 2 H) 2.82-3.00 (m, 4 H) 10.82 (s, 1 H); MS (ESI+) m/z 398 (M+H)+.

Sources & evidence

ORD record
ord-629d6232373f4d7c80f82f192585aa72
Source dataset
uspto-grants-2015_02
Patent number
US08962639B2

Reaction notes

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