Hydrochloric Acid → HCID 58124947, compound

HRID 1971709Notes

Reaction equation

HRID 1971709 reaction equation
[CH:1]([N:4]1[C:28](=[O:29])[C:27]2[N:12]3[CH2:13][CH2:14][C:15]4[CH:16]=[C:17]([O:25][CH3:26])[C:18]([O:21][CH:22]([CH3:24])[CH3:23])=[CH:19][C:20]=4[C:11]3=[C:10]([C:30]3[S:31][CH:32]=[CH:33][CH:34]=3)[C:9]=2[CH2:8][N:7](C(OC(C)(C)C)=O)[CH2:6][CH2:5]1)([CH3:3])[CH3:2].Cl.CCCCCCC.C(OCC)(=O)C.C(OCC)(=O)C>O1CCOCC1.C(OCC)C>[CH:1]([N:4]1[C:28](=[O:29])[C:27]2[N:12]3[CH2:13][CH2:14][C:15]4[CH:16]=[C:17]([O:25][CH3:26])[C:18]([O:21][CH:22]([CH3:23])[CH3:24])=[CH:19][C:20]=4[C:11]3=[C:10]([C:30]3[S:31][CH:32]=[CH:33][CH:34]=3)[C:9]=2[CH2:8][NH:7][CH2:6][CH2:5]1)([CH3:2])[CH3:3]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 21899848Ethylacetate heptaneHCID 58124873HCID 58124873, compound

Product 1

HCID 58124947HCID 58124947, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 312751,4-DioxaneSolvent2×

Procedure

To a suspension of 110 mg of 14d in 300 μl of dioxane was added 400 μl of a solution of 4N HCl in dioxane. A clear solution readily formed. The reaction mixture was stirred for 1 h. Then, 3 ml of a 1/1 mixture of ethyl acetate and diethyl ether was added. The precipitate was filtered and dried, to give 95 mg of white crystalline 14e; Mp 242-243° C. MS-ESI: [M+1] 480.14. NMR (CDCl3+CD3OD) δ 1.13 (d, 6,0-isoC3H7), 1.33 (d, 6, isoC3H7), 3.85 (s, 3, OCH3), 3.95 (m, 1, isoC3H7), 4.65 (m, 1, isoC3H7), 6.67 and 6.72 (2×s, H7 and H10), 7.18, 7.21 and 7.44 (3×m, 3, thiophene). hFSHRago (CHO luc) pEC50=7.03.

Workup

  1. customA clear solution readily formed
  2. additionwas added
  3. filtrationThe precipitate was filtered
  4. customdried

Sources & evidence

ORD record
ord-aef122fbcc4e4d92bd255b32c80c4726
Source dataset
uspto-grants-2013_04
Patent number
US08431564B2

Reaction notes

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