1-Azetidinesulfonamide → HCID 86703783, compound

HRID 1849905Notes

Reaction equation

HRID 1849905 reaction equation
[CH:1]([N:14]1[CH2:17][CH:16]([CH2:18][O:19][C:20]2[C:28]([CH:29]3[CH2:31][CH2:30]3)=[CH:27][C:23]([C:24]([OH:26])=O)=[C:22]([F:32])[CH:21]=2)[CH2:15]1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N:33]1([S:37]([NH2:40])(=[O:39])=[O:38])[CH2:36][CH2:35][CH2:34]1>>[N:33]1([S:37]([NH:40][C:24](=[O:26])[C:23]2[CH:27]=[C:28]([CH:29]3[CH2:30][CH2:31]3)[C:20]([O:19][CH2:18][CH:16]3[CH2:15][N:14]([CH:1]([C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=4)[C:8]4[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=4)[CH2:17]3)=[CH:21][C:22]=2[F:32])(=[O:39])=[O:38])[CH2:36][CH2:35][CH2:34]1

Participants

3

Reactant 2

HCID 450805661-AzetidinesulfonamideHCID 867037804-((1-Benzhydrylazetidin-3-yl)methoxy)-5-cyclopropyl-2-fluorobenzoic acid

Product 1

HCID 86703783HCID 86703783, compound

Procedure

The compound was prepared in a similar manner to Example 408 from 4-((1-benzhydrylazetidin-3-yl)methoxy)-5-cyclopropyl-2-fluorobenzoic acid and azetidine-1-sulfonamide. LCMS (Method D): RT=4.74 min, m/z: 550.3 [M+H]+. 1H NMR (400 MHz, DMSO-d6) δ 11.57 (s, 1H), 7.46-7.38 (m, 4H), 7.28 (dd, J=8.3, 6.8 Hz, 4H), 7.22-7.13 (m, 3H), 6.99-6.87 (m, 1H), 4.46 (s, 1H), 4.21 (d, J=6.1 Hz, 2H), 3.97 (s, 3H), 3.28-3.21 (m, 2H), 3.07-2.94 (m, 2H), 2.91-2.81 (m, 1H), 2.20-1.99 (m, 3H), 1.25 (d, J=6.9 Hz, 1H), 0.93-0.85 (m, 2H), 0.70-0.62 (m, 2H).

Sources & evidence

ORD record
ord-b002994f0b4e4fa381e57584bf3e263d
Source dataset
uspto-grants-2015_02
Patent number
US08952169B2

Reaction notes

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