Hydrochloric Acid → HCID 57766452, compound

HRID 1967726Notes

Reaction equation

HRID 1967726 reaction equation
FC(F)(F)C([NH:5][CH2:6][CH2:7][CH:8]([C:10]1[CH:15]=[C:14](/[CH:16]=[CH:17]/[C:18]2([OH:24])[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)[CH:13]=[CH:12][C:11]=1[F:25])[OH:9])=O.Cl>>[NH2:5][CH2:6][CH2:7][CH:8]([C:10]1[CH:15]=[C:14]([CH:13]=[CH:12][C:11]=1[F:25])/[CH:16]=[CH:17]/[C:18]1([OH:24])[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1)[OH:9]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 86632168HCID 86632168, compound

Product 1

HCID 57766452HCID 57766452, compound

Procedure

Deprotection of (E)-2,2,2-trifluoro-N-(3-(2-fluoro-5-(2-(1-hydroxycyclohexyl)vinyl)phenyl)-3-hydroxypropyl)acetamide followed by HCL salt formation following the methods used in Example 123 gave. Example 128 hydrochloride as a light color solid. Yield (0.08 g, 49%): 1H NMR (400 MHz, MeOD) δ 7.59 (dd, J=6.4, 2.4 Hz, 1H), 7.32-7.36 (m, 1H), 6.99 (dd, J=10.4, 8.8 Hz, 1H), 6.74 (d, J=16.0 Hz, 1H), 6.43 (d, J=16.4 Hz, 1H), 5.89 (t, J=2.4 Hz, 1H), 5.11 (dd, J=8.4, 4.4 Hz, 1H), 3.02-3.16 (m, 2H), 2.14-2.38 (m, 4H), 1.95-2.08 (m, 3H), 1.54-1.78 (m, 5H).

Workup

  1. customgave
  2. customYield (0.08 g, 49%)

Sources & evidence

ORD record
ord-46efc0965336445f876b47d11fcac3e4
Source dataset
uspto-grants-2013_04
Patent number
US08420863B2

Reaction notes

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