Hydrochloric Acid → HCID 131730191, compound

HRID 716546Notes

Reaction equation

HRID 716546 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[C:13]1[NH:17][C:16]2[CH:18]=[C:19]([C:22]3[C:23]4[S:29][CH:28]=[C:27]([C:30]5[CH:35]=[CH:34][C:33]([C:36]6[N:37]=[C:38]([C@@H:41]7[CH2:45][CH2:44][CH2:43][N:42]7[C:46](=[O:56])[C@@H:47]([NH:51][C:52]([O:54][CH3:55])=[O:53])[CH:48]([CH3:50])[CH3:49])[NH:39][CH:40]=6)=[CH:32][CH:31]=5)[C:24]=4[S:25][CH:26]=3)[CH:20]=[CH:21][C:15]=2[N:14]=1)=O)(C)(C)C.[ClH:57]>CO.O1CCOCC1>[ClH:57].[CH3:55][O:54][C:52](=[O:53])[NH:51][C@H:47]([C:46]([N:42]1[CH2:43][CH2:44][CH2:45][C@H:41]1[C:38]1[NH:37][C:36]([C:33]2[CH:32]=[CH:31][C:30]([C:27]3[C:24]4[S:25][CH:26]=[C:22]([C:19]5[CH:20]=[CH:21][C:15]6[N:14]=[C:13]([C@@H:9]7[CH2:10][CH2:11][CH2:12][NH:8]7)[NH:17][C:16]=6[CH:18]=5)[C:23]=4[S:29][CH:28]=3)=[CH:35][CH:34]=2)=[CH:40][N:39]=1)=[O:56])[CH:48]([CH3:50])[CH3:49]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 178502403HCID 178502403, compound

Product 1

HCID 131730191HCID 131730191, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

Compound 68 (0.189 mmol) was dissolved in methanol (3.8 mL) and 4N HCl in dioxane (3.8 mL) was added. The mixture was stirred 1 hr at room temperature before concentration under reduced pressure. The residue was precipitated in diethyl ether to give compound E47 as a beige solid in 97% yield. 1H NMR (DMSO-d6, 400 MHz) δ (ppm) 0.76 (d, 3H), 0.83 (d, 3H), 2.07-2.20 (m, 8H), 2.36 (m, 4H), 3.10-3.43 (m, 2H), 3.82 (m, 1H), 4.04 (m, 1H), 4.12 (t, 1H), 5.08 (m, 1H), 5.22 (t, 1H), 7.26 (d, 1H), 7.83 (m, 2H), 7.94 (m, 2H), 8.08-8.15 (m, 3H), 8.17 (m, 2H), 8.25 (s, 1H), 8.75 (s, 1H), 10.66 (s, 1H), 14.94 (s, 1H), 15.51 (s, 1H); MS (ESI, EI+) m/z=694.2 (MH+)

Workup

  1. customThe residue was precipitated in diethyl ether
  2. customto give compound E47 as a beige solid in 97% yield

Sources & evidence

ORD record
ord-c609721ae5d14a34adc24434d1af4efd
Source dataset
uspto-grants-2015_11
Patent number
US09187496B2

Reaction notes

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