p-(Trifluoromethoxy)benzenesulphonyl chloride → HCID 11181126, compound

HRID 2118135Notes

Reaction equation

HRID 2118135 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][CH:15]=[CH:14][CH:13]=1)[C:6]([C:18]([O:20]CC)=[O:19])=[C:5]2[C:23]1[CH:28]=[CH:27][C:26]([C:29]([CH3:32])([CH3:31])[CH3:30])=[CH:25][CH:24]=1.[F:33][C:34]([F:47])([F:46])[O:35][C:36]1[CH:41]=[CH:40][C:39]([S:42](Cl)(=[O:44])=[O:43])=[CH:38][CH:37]=1>>[CH2:11]([N:7]1[C:8]2[C:4](=[CH:3][C:2]([NH:1][S:42]([C:39]3[CH:40]=[CH:41][C:36]([O:35][C:34]([F:47])([F:46])[F:33])=[CH:37][CH:38]=3)(=[O:44])=[O:43])=[CH:10][CH:9]=2)[C:5]([C:23]2[CH:28]=[CH:27][C:26]([C:29]([CH3:31])([CH3:32])[CH3:30])=[CH:25][CH:24]=2)=[C:6]1[C:18]([OH:20])=[O:19])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 523102p-(Trifluoromethoxy)benzenesulphonyl chlorideHCID 69229653HCID 69229653, compound

Product 1

HCID 11181126HCID 11181126, compound

Procedure

The title compound was prepared from ethyl 5-amino-1-benzyl-3-(4-tert-butylphenyl)-1H-indole-2-carboxylate and 4-trifluoromethoxy-benzenesulfonyl chloride followed the procedure of Example 1 Step 3 as a slight colored solid: 1H NMR (DMSO-d6) δ 1.34 (s, 9H, 5.76 (s, 2H, 7.00 (d, J=1.9 Hz, 1H, 7.07 (d, J=7.8 Hz, 4H, 7.15-7.35 (m, 5H), 7.42 (d, J=8.5 Hz, 2H, 7.54 (d, J=8.8 Hz, 2H, 7.75 (d, J=8.9 Hz, 2H, 9.95 (s, 1H, 12.50 (br s, 1H; MS (ESI) m/z 623 (MH+); MS (ESI) m/z 621 [M-H]−; HRMS calcd for C33H30F3N2O5S: 623.1825; found (ESI+): 623.1813; Anal. calcd for C33H29F3N2O5S.0.25H2O: C, 63.20; H, 4.74; N, 4.47. Found: C, 63.15; H, 4.58; N, 4.58.

Sources & evidence

ORD record
ord-6f5ebba2e141466390c23679999bad00
Source dataset
uspto-grants-2008_10
Patent number
US07442805B2

Reaction notes

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