Hydrochloric Acid → HCID 24966077, compound

HRID 2067749Notes

Reaction equation

HRID 2067749 reaction equation
Cl[CH2:2][C@@H:3]1[CH2:7][O:6]C(C)(C)[O:4]1.[Br:10][C:11]1[CH:16]=[CH:15][C:14]([NH:17][C:18]2[C:27]3[C:26](=[O:28])[NH:25][CH:24]=[N:23][C:22]=3[N:21]([CH3:29])[C:20](=[O:30])[C:19]=2[CH3:31])=[C:13]([F:32])[CH:12]=1.Cl>>[Br:10][C:11]1[CH:16]=[CH:15][C:14]([NH:17][C:18]2[C:27]3[C:26](=[O:28])[N:25]([CH2:2][C@@H:3]([OH:4])[CH2:7][OH:6])[CH:24]=[N:23][C:22]=3[N:21]([CH3:29])[C:20](=[O:30])[C:19]=2[CH3:31])=[C:13]([F:32])[CH:12]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 6930483(S)-4-Chloromethyl-2,2-dimethyl-1,3-dioxolaneHCID 136080884HCID 136080884, compound

Product 1

HCID 24966077HCID 24966077, compound

Procedure

The title compound was prepared according to the procedure used for Example 9 synthesis by reaction of (S)-4-(chloromethyl)-2,2-dimethyl-1,3-dioxolane with compound 9F, followed by hydrolysis with 1N HCl. 1H NMR (400 MHz, MeOD) δ ppm 1.71 (s, 3 H) 3.44-3.51 (m, 1 H) 3.59 (d, J=5.31 Hz, 2 H) 3.74 (s, 3 H) 3.76-3.82 (m, 1 H) 3.91-4.01 (m, 1 H) 4.41 (dd, J=13.64, 3.28 Hz, 1 H) 6.77 (t, J=8.59 Hz, 1 H) 7.26 (d, J=9.09 Hz, 1 H) 7.39 (d, J=2.02 Hz, 1 H) 8.38 (s, 1 H)) [M+H] calc'd for C18H18BrFN4O4, 454; found, 454.

Sources & evidence

ORD record
ord-4811184a3c5f463d9064ff934dc484e3
Source dataset
uspto-grants-2012_10
Patent number
US08293901B2

Reaction notes

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