Methanesulfonyl chloride → HCID 11352457, compound

HRID 2118128Notes

Reaction equation

HRID 2118128 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH2:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[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]>C(#N)C>[C:15]1([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:14]=[CH:13][C:12]([CH2:11][N:7]2[C:8]3[C:4](=[CH:3][C:2]([NH:1][S:36]([CH3:35])(=[O:38])=[O:37])=[CH:10][CH:9]=3)[C:5]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)=[C:6]2[C:24]([OH:26])=[O:25])=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 69231659HCID 69231659, compound

Product 1

HCID 11352457HCID 11352457, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The title compound was prepared from ethyl 5-amino-1-(1,1′-biphenyl-4-ylmethyl)-3-phenyl-1H-indole-2-carboxylate and methanesulfonyl chloride followed the procedure of Example 1 Step 3 as a white solid: 1H NMR (DMSO-d6) δ 2.86 (s, 3H, 5.87 (s, 2H), 7.22 (d, J=8.4 Hz, 2H, 7.25 (dd, J=9.0, 2.1 Hz, 1H, 7.30-7.40 (m, 3H, 7.40-7.50 (m, 6H), 7.58-7.63 (m, 4H, 7.66 (d, J=9.0 Hz, 1H, 9.40 (s, 1H, 12.52 (br s, 1H; MS (ESI) m/z 495 [M-H]−; HRMS calcd for C29H25N2O4S: 497.1533; found (ESI+): 497.1524; Anal. calcd for C29H24N2O4S.0.5H2O.0.5 ACN: C, 68.49; H, 5.05; N, 6.66. Found: C, 68.05; H, 5.04; N, 7.04.

Sources & evidence

ORD record
ord-c5fb9c013a5c441f9c32b9e2275eabae
Source dataset
uspto-grants-2008_10
Patent number
US07442805B2

Reaction notes

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