3-Methoxyazetidine hydrochloride → HCID 24772541, compound

HRID 1015593Notes

Reaction equation

HRID 1015593 reaction equation
[Cl:1][C:2]1[C:3]([F:27])=[C:4]([C:20]([C:23]([F:26])([F:25])[F:24])=[CH:21][CH:22]=1)[C:5]([NH:7][C:8]1[S:16][C:11]2[CH2:12][O:13][CH:14]([CH3:15])[C:10]=2[C:9]=1[C:17]([OH:19])=O)=[O:6].Cl.[CH3:29][O:30][CH:31]1[CH2:34][NH:33][CH2:32]1>>[Cl:1][C:2]1[C:3]([F:27])=[C:4]([C:20]([C:23]([F:26])([F:25])[F:24])=[CH:21][CH:22]=1)[C:5]([NH:7][C:8]1[S:16][C:11]2[CH2:12][O:13][CH:14]([CH3:15])[C:10]=2[C:9]=1[C:17]([N:33]1[CH2:34][CH:31]([O:30][CH3:29])[CH2:32]1)=[O:19])=[O:6]

Participants

3

Reactant 2

HCID 222428583-Methoxyazetidine hydrochlorideHCID 67300967HCID 67300967, compound

Product 1

HCID 24772541HCID 24772541, compound

Procedure

The title compound was prepared from the product of Example 50A and commercially available 3-methoxyazetidine hydrochloride by the procedure described for Example 2B. 1H NMR (DMSO-d6, 300 MHz) δ 1.29 (d, J=6.4 Hz, 3H), 3.19 (s, 3H), 3.71-3.77 (m, 1H), 3.80-3.87 (m, 1H), 4.02-4.09 (m, 1H), 4.14-4.22 (m, 2H), 4.88-5.01 (m, 2H). 5.14-5.22 (m, 1H), 7.78 (d, J=9.1 Hz, 1H), 8.02 (dd, J=8.0, 8.0 Hz, 1H), 11.82 (br s, 1H). MS (ESI+) m/z 493 (M+H)+. Anal. calcd. for C20H17ClF4N2O4S: C, 48.74; H, 3.48; N, 5.68.

Sources & evidence

ORD record
ord-33a75499ff9d4100b256cedf0e8f227e
Source dataset
uspto-grants-2011_07
Patent number
US07985768B2

Reaction notes

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