Hydrochloric Acid → HCID 24815793, compound

HRID 1669505Notes

Reaction equation

HRID 1669505 reaction equation
C(O[C:6](=O)[N:7]([C@@H:9]([CH2:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][C:20]2[CH:25]=[CH:24][C:23]([O:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[CH:22][CH:21]=2)=[CH:15][CH:14]=1)[CH2:10][OH:11])C)(C)(C)C.[ClH:34]>O1CCOCC1>[ClH:34].[CH3:6][NH:7][C@@H:9]([CH2:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][C:20]2[CH:25]=[CH:24][C:23]([O:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[CH:22][CH:21]=2)=[CH:15][CH:14]=1)[CH2:10][OH:11]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131729079HCID 131729079, compound

Product 1

HCID 24815793HCID 24815793, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To the alcohol from step 1 (26 mg) was added 4.0 M HCl in dioxane (0.5 mL). After 3 h, the dioxane was removed to give 22 mg of product. 1H NMR (400 MHz, DMSO-d6) δ 2.57-2.63 (m, 3H), 2.80 (dd, J=13.6, 10.4 Hz, 1H), 3.02 (dd, J=13.6, 4.8 Hz, 1H), 3.23-3.43 (m, 2H), 3.55-3.62 (m, 1H), 5.43 (br s, 1H), 6.96-7.16 (m, 9H), 7.28-7.43 (m, 4H), 8.70 (br s, 1H), 8.91 (br s, 1H); LCMS; 100%, ESI+, Calcd: 349.43 m/z. Found 350.9 (M+1) m/z.

Workup

  1. customthe dioxane was removed

Sources & evidence

ORD record
ord-3fbc804be0c44ced83a365e62b75ec74
Source dataset
uspto-grants-2011_08
Patent number
US07989480B2

Reaction notes

Loading…