HCID 86604869, compound → HCID 86604871, compound

HRID 1432008Notes

Reaction equation

HRID 1432008 reaction equation
C1(S(N2CCNC(=O)[C@H]2CC#C)(=O)=O)C=CC=CC=1.[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([S:27]([N:30]2[CH:35]=[CH:34][NH:33][C:32](=[O:36])[C@H:31]2[CH2:37][C:38]#[CH:39])(=[O:29])=[O:28])=[CH:23][CH:22]=1>>[Cl:20][C:21]1[CH:22]=[CH:23][C:24]([S:27]([N:30]2[CH2:35][CH2:34][NH:33][C:32](=[O:36])[C@H:31]2[CH2:37][C:38]#[CH:39])(=[O:29])=[O:28])=[CH:25][CH:26]=1

Participants

3

Reactant 2

HCID 86604869HCID 86604869, compoundHCID 86604872HCID 86604872, compound

Product 1

HCID 86604871HCID 86604871, compound

Procedure

Using the procedure described for compound 51, (R)-4-(4-chlorobenzenesulfonyl)-3-(prop-2-ynyl)-3,4-dihydropyrazin-2(1H)-one afforded the title compound as a tan solid. 1H NMR (300 MHz, CDCl3): δ 2.02 (s, 1H), 2.45 (s, 3H), 2.85 (m, 1H), 2.97 (m, 1H), 3.24 (m, 2H), 3.81 (m, 2H), 4.48 (t, 4.7 Hz, 1H), 6.47 (s, 1H), 7.55 (d, 8.0 Hz, 2H), 7.78 (d, 8.0 Hz, 2H).

Sources & evidence

ORD record
ord-d362b0e17fa046ec82a43cf48d874b91
Source dataset
uspto-grants-2009_11
Patent number
US07612060B2

Reaction notes

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