Cyclobutylamine → HCID 24772612, compound

HRID 1015597Notes

Reaction equation

[F:1][C:2]1[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([F:29])([F:28])[F:27])[C:3]=1[C:4]([NH:6][C:7]1[S:18][C:10]2[C:11]([CH3:17])([CH3:16])[O:12][C:13]([CH3:15])([CH3:14])[C:9]=2[C:8]=1[C:19](O)=[O:20])=[O:5].[CH:30]1([NH2:34])[CH2:33][CH2:32][CH2:31]1>>[CH:30]1([NH:34][C:19]([C:8]2[C:9]3[C:13]([CH3:14])([CH3:15])[O:12][C:11]([CH3:16])([CH3:17])[C:10]=3[S:18][C:7]=2[NH:6][C:4](=[O:5])[C:3]2[C:22]([C:26]([F:28])([F:29])[F:27])=[CH:23][CH:24]=[CH:25][C:2]=2[F:1])=[O:20])[CH2:33][CH2:32][CH2:31]1

Participants

Reactant 2

HCID 75645Cyclobutylamine

HCID 67300640HCID 67300640, compound

Product 1

HCID 24772612HCID 24772612, compound

Procedure

The title compound was prepared from the product of Example 45A and commercially available cyclobutylamine using the procedure described for Example 2B. 1H NMR (DMSO-d6, 300 MHz) δ 1.43 (s, 6H), 1.47 (s, 6H), 1.55-1.68 (m, 2H), 1.87-2.01 (m, 2H), 2.10-2.20 (m 2H), 4.21-4.35 (m, 1H), 7.66-7.80 (m, 3H), 8.28 (d, J=7.5 Hz, 1H), 11.55 (br s, 1H). MS (ESI+) m/z 485 (M+H)+. Anal. calcd. for C23H24F4N2O3S: C, 57.02; H, 4.99; N, 5.78. Found: C, 57.05; H, 5.02; N, 5.81.

Sources & evidence

ORD record: ord-09e0e0c12f1b4579b4250c0ae5c687d9
Source dataset: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07985768B2

Reaction notes

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