1-Azetidinesulfonamide → HCID 86703789, compound

HRID 1849911Notes

Reaction equation

[C:1]12([CH2:11][O:12][C:13]3[C:21]([F:22])=[CH:20][C:16]([C:17]([OH:19])=O)=[C:15]([F:23])[C:14]=3[Cl:24])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[N:25]1([S:29]([NH2:32])(=[O:31])=[O:30])[CH2:28][CH2:27][CH2:26]1>>[C:1]12([CH2:11][O:12][C:13]3[C:21]([F:22])=[CH:20][C:16]([C:17]([NH:32][S:29]([N:25]4[CH2:28][CH2:27][CH2:26]4)(=[O:31])=[O:30])=[O:19])=[C:15]([F:23])[C:14]=3[Cl:24])[CH2:2][CH:3]3[CH2:9][CH:7]([CH2:6][CH:5]([CH2:4]3)[CH2:10]1)[CH2:8]2

Participants

Reactant 2

HCID 450805661-Azetidinesulfonamide

HCID 86703787HCID 86703787, compound

Product 1

HCID 86703789HCID 86703789, compound

Procedure

The compound was prepared in a similar manner to step 2 of Example 412 from 4-(adamantan-1-ylmethoxy)-3-chloro-2,5-difluorobenzoic acid and azetidine-1-sulfonamide. LCMS (Method D): RT=7.35 min, m/z: 475.1 [M+H]+. 1H NMR (400 MHz, DMSO-d6) δ 7.60 (dd, J=11.7, 6.6 Hz, 1H), 3.86 (t, J=7.6 Hz, 4H), 3.77 (d, J=1.7 Hz, 2H), 2.08 (p, J=7.6 Hz, 2H), 2.02-1.93 (m, 3H), 1.77-1.59 (m, 12H).

Sources & evidence

ORD record: ord-12252aee3ac345ae9bfbe131632f6457
Source dataset: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08952169B2

Reaction notes

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