Ethanesulfonyl chloride → HCID 71617336, compound

Reaction equation

[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([O:19][C:20]2[CH:25]=[CH:24]C=C[CH:21]=2)=[C:6]([C:8]2[C:9]3[CH:18]=[CH:17][NH:16][C:10]=3[C:11](=[O:15])[N:12]([CH3:14])[CH:13]=2)[CH:7]=1.[CH2:26]([S:28](Cl)(=[O:30])=[O:29])[CH3:27].CS(Cl)(=O)=[O:34]>>[CH3:14][N:12]1[CH:13]=[C:8]([C:6]2[CH:7]=[C:2]([NH:1][S:28]([CH2:26][CH3:27])(=[O:30])=[O:29])[CH:3]=[CH:4][C:5]=2[O:19][CH:20]2[CH2:25][CH2:24][O:34][CH2:21]2)[C:9]2[CH:18]=[CH:17][NH:16][C:10]=2[C:11]1=[O:15]

Participants

Reactant 3

HCID 11667Ethanesulfonyl chloride

HCID 31297Methanesulfonyl chloride

HCID 716162994-(5-amino-2-phenoxyphenyl)-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one

Product 1

HCID 71617336HCID 71617336, compound

Procedure

Example 66 was prepared according to the procedure used in method A of Example 4, substituting the product of Example 31b for the product of Example 3, and ethanesulfonyl chloride for methanesulfonyl chloride, respectively, to provide the title compound. 1H NMR (300 MHz, DMSO-d6) δ 1.22 (t, J=7.3 Hz, 3H), 1.93-1.80 (m, 1H), 2.20-2.04 (m, 1H), 3.02 (q, J=7.3 Hz, 2H), 3.55 (s, 3H), 3.65 (m, 3H), 3.82 (dd, J=10.0, 4.5 Hz, 1H), 5.00-4.91 (m, 1H), 6.16 (t, J=2.3 Hz, 1H), 7.06 (d, J=8.8 Hz, 1H), 7.16 (dd, J=8.7, 2.7 Hz, 1H), 7.24 (s, 1H), 7.31-7.25 (m, 3H), 9.53 (s, 1H), 12.01 (bs, 1H), MS (ESI+) m/z 418.1 (M+H)+.