Cyclopropanesulfonamide → HCID 86703531, compound

HRID 1849665Notes

Reaction equation

HRID 1849665 reaction equation
[CH:1]1([C:4]2[C:5]([O:14][CH2:15][C:16]3([C:20]([F:23])([F:22])[F:21])[CH2:19][CH2:18][CH2:17]3)=[CH:6][C:7]([F:13])=[C:8]([CH:12]=2)[C:9](O)=[O:10])[CH2:3][CH2:2]1.[N:24]1([S:28]([NH2:31])(=[O:30])=[O:29])[CH2:27][CH2:26][CH2:25]1.C1(S(N)(=O)=O)CC1>>[N:24]1([S:28]([NH:31][C:9](=[O:10])[C:8]2[CH:12]=[C:4]([CH:1]3[CH2:3][CH2:2]3)[C:5]([O:14][CH2:15][C:16]3([C:20]([F:21])([F:23])[F:22])[CH2:17][CH2:18][CH2:19]3)=[CH:6][C:7]=2[F:13])(=[O:30])=[O:29])[CH2:27][CH2:26][CH2:25]1

Participants

4

Procedure

Following the procedure as described in Example 218 step 5 and making variations as required to replace trans-4-((5-chloroadamantan-2-yl)oxy)-5-cyclopropyl-2-fluorobenzoic acid with 5-cyclopropyl-2-fluoro-4-((1-(trifluoromethyl)cyclobutyl)methoxy)benzoic acid and to replace azetidine-1-sulfonamide with cyclopropanesulfonamide, the title compound was obtained as colorless solid (0.09 g, 47%): 1H NMR (300 MHz, DMSO-d6) δ 11.88 (s, 1H), 7.17-7.09 (m, 2H), 4.34 (s, 2H), 3.12-3.04 (m, 1H), 2.38-2.27 (m, 2H), 2.19-2.09 (m, 3H), 2.03-1.94 (m, 2H), 1.14-1.10 (m, 4H), 0.90-0.84 (m, 2H), 0.70-0.64 (m, 2H); MS (ES+) m/z 436.1 (M+1); MS (ES−) m/z 434.2 (M−1).

Sources & evidence

ORD record
ord-1334c7ae66164ae987b7b9a96298b083
Source dataset
uspto-grants-2015_02
Patent number
US08952169B2

Reaction notes

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