Methanesulfonyl chloride → HCID 58329380, compound

HRID 533096Notes

Reaction equation

HRID 533096 reaction equation
Cl.Cl.[O:3]1[C:7]2[CH:8]=[CH:9][C:10]([N:12]3[C:27](=[O:28])[C:16]4[CH:17]=[N:18][C:19]5[C:20]([O:25][CH3:26])=[CH:21][CH:22]=[CH:23][C:24]=5[C:15]=4[N:14]([CH:29]4[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]4)[C:13]3=[O:35])=[CH:11][C:6]=2[O:5][CH2:4]1.[CH3:36][S:37](Cl)(=[O:39])=[O:38]>>[O:3]1[C:7]2[CH:8]=[CH:9][C:10]([N:12]3[C:27](=[O:28])[C:16]4[CH:17]=[N:18][C:19]5[C:20]([O:25][CH3:26])=[CH:21][CH:22]=[CH:23][C:24]=5[C:15]=4[N:14]([CH:29]4[CH2:34][CH2:33][N:32]([S:37]([CH3:36])(=[O:39])=[O:38])[CH2:31][CH2:30]4)[C:13]3=[O:35])=[CH:11][C:6]=2[O:5][CH2:4]1

Participants

3

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 67249782HCID 67249782, compound

Product 1

HCID 58329380HCID 58329380, compound

Procedure

3-Benzo[1,3]dioxol-5-yl-1-(1-methanesulfonyl-piperidin-4-yl)-7-methoxy-1H-pyrimido[5,4-c]quinoline-2,4-dione (45 mg) was prepared according to general procedure H from 3-Benzo[1,3]dioxol-5-yl-7-methoxy-1-piperidin-4-yl-1H-pyrimido[5,4-c]quinoline-2,4-dione.dihydrochloride (50 mg, 0.1 mmol) and methanesulfonyl chloride. LCMS: m/z 525 [M+1]+. 1H NMR (400 MHz, CDCl3): δ 9.52 (s, 1H), 7.15 (m, 1H), 7.08 (m, 1H), 6.92 (m, 1H), 6.86 (m, 1H), 6.70-6.76 (m, 2H), 6.19 (s, 1H), 6.12 (s, 1H), 5.09 (m, 1H), 4.38 (m, 1H), 4.18 (m, 2H), 4.07 (s, 3H), 3.26 (m, 2H), 2.91 (m, 2H), 2.68 (m, 2H), 1.78 (m, 2H), 1.14 (t, 3H) ppm.

Sources & evidence

ORD record
ord-3450fd78ab9c469f93ec7be80d601f31
Source dataset
uspto-grants-2014_10
Patent number
US08853226B2

Reaction notes

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