Benzothieno(2,3-d)pyrimidin-4(3H)-one, 5,6,7,8-tetrahydro-3-amino-2-methyl- → HCID 49872823, compound

HRID 1853421Notes

Reaction equation

HRID 1853421 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]3[CH2:29][CH2:28][CH2:27][CH2:26][C:24]=3[S:25][C:19]=2[N:18]=[C:17]1[CH3:30]>>[C:1]12([CH2:11][C:12]([NH:15][N:16]3[C:21](=[O:22])[C:20]4[C:23]5[CH2:29][CH2:28][CH2:27][CH2:26][C:24]=5[S:25][C:19]=4[N:18]=[C:17]3[CH3:30])=[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 206185Benzothieno(2,3-d)pyrimidin-4(3H)-one, 5,6,7,8-tetrahydro-3-amino-2-methyl-HCID 27718821-Adamantaneacetyl chloride

Product 1

HCID 49872823HCID 49872823, compound

Procedure

1-Adamantaneacetyl chloride (BBB-SCI) and 3-amino-2-methyl-5,6,7,8-tetrahydro-3 H-benzo[4,5]thieno[2,3-d]pyrimidin-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 1.57-1.72 (m, 13 H) 1.72-1.85 (m, 4 H) 1.89-1.99 (m, 3 H) 2.08 (m, 1 H) 2.15 (m, 1H) 2.35 (s, 3 H) 2.69-2.78 (m, 2 H) 2.79-2.88 (m, 2 H) 10.78 (s, 1 H); MS (ESI+) m/z 412 (M+H)+.

Sources & evidence

ORD record
ord-330c3518aee14d85b4a995ea7f6ec49b
Source dataset
uspto-grants-2015_02
Patent number
US08962639B2

Reaction notes

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