Methanesulfonyl chloride → HCID 11317958, compound

HRID 2118131Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH:11]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:6]([C:24]([O:26]CC)=[O:25])=[C:5]2[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1.[CH3:35][S:36](Cl)(=[O:38])=[O:37]>>[CH:11]([N:7]1[C:8]2[C:4](=[CH:3][C:2]([NH:1][S:36]([CH3:35])(=[O:38])=[O:37])=[CH:10][CH:9]=2)[C:5]([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)=[C:6]1[C:24]([OH:26])=[O:25])([C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

Reactant 2

HCID 31297Methanesulfonyl chloride

HCID 69227813HCID 69227813, compound

Product 1

HCID 11317958HCID 11317958, compound

Procedure

The title compound was prepared from ethyl 5-amino-1-benzhydryl-3-phenyl-1H-indole-2-carboxylate and methanesulfonyl chloride followed the procedure of Example 1 Step 3 as an off-white solid: 1H NMR (DMSO-d6) δ 2.85 (s, 3H, 6.79 (d, J=9.0 Hz, 1H, 6.95 (dd, J=9.0, 2.0 Hz, 1H, 7.19 (d, J=7.4 Hz, 4H, 7.30-7.50 (m, 12H, 7.91 (s, 1H, 9.37 (s, 1H, 13.21 (br s, 1H; MS (ESI) m/z 495 [M-H]−; HRMS calcd for C29H25N2O4S: 497.1533; found (ESI+): 497.1522; Anal. calcd for C29H24N2O4S.0.7H2O: C, 68.41; H, 5.03; N, 5.50. Found: C, 68.32; H, 4.91; N, 5.70.

Sources & evidence

ORD record: ord-561ad9d8698d40789df1dba30c66628d
Source dataset: uspto-grants-2008_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07442805B2

Reaction notes

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