Methanesulfonyl chloride → HCID 44415979, compound

HRID 2264273Notes

Reaction equation

HRID 2264273 reaction equation
[CH:1]1([NH:7][C:8]2[N:13]=[C:12]([C:14]3[C:22]4[C:17](=[N:18][CH:19]=[CH:20][CH:21]=4)[NH:16][CH:15]=3)[CH:11]=[CH:10][N:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:23][S:24](Cl)(=[O:26])=[O:25]>>[CH:1]1([NH:7][C:8]2[N:13]=[C:12]([C:14]3[C:22]4[C:17](=[N:18][CH:19]=[CH:20][CH:21]=4)[N:16]([S:24]([CH3:23])(=[O:26])=[O:25])[CH:15]=3)[CH:11]=[CH:10][N:9]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

3

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 44415977HCID 44415977, compound

Product 1

HCID 44415979HCID 44415979, compoundYield 92.1%

Procedure

Using the procedure of example 66, compound 13 (24 mg) and methanesulfonyl chloride (9.4 mg) were used to provide compound 67 (28 mg, 91%). 1H NMR (400 MHz, CDCl3) δ 8.85 (d, 1 H), 8.52 (d, 1 H), 8.32 (d, 1 H), 8.28 (s, 1 H), 7.40 (dd, 1 H); 6.85 (d, 1H), 5.12 (m, 1 H), 3.90 (m, 1 H), 3.65 (s, 3 H), 2.15 (m, 2 H), 1.85 (m, 2 H), 1.65 (m, 2 H), 1.50 (m, 2 H), 1.35 (m, 2 H). MS (ESI) m/z: 372 (M+H)+.

Sources & evidence

ORD record
ord-9535ac169bde4d41aa6768a648c0e83f
Source dataset
uspto-grants-2010_12
Patent number
US07855205B2

Reaction notes

Loading…