HCID 68768716, compound → HCID 9818347, compound

HRID 1170407Notes

Reaction equation

HRID 1170407 reaction equation
C([NH:8][C@:9]([CH3:30])([CH2:12][CH2:13][C:14]1[CH:23]=[CH:22][C:21]2[C:16](=[CH:17][CH:18]=[C:19]([O:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[CH:20]=2)[CH:15]=1)[CH2:10][OH:11])(OC(C)(C)C)=O>Cl>[NH2:8][C@:9]([CH3:30])([CH2:12][CH2:13][C:14]1[CH:23]=[CH:22][C:21]2[C:16](=[CH:17][CH:18]=[C:19]([O:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[CH:20]=2)[CH:15]=1)[CH2:10][OH:11]

Participants

3

Reactant 1

HCID 68768716HCID 68768716, compound

Product 1

HCID 9818347HCID 9818347, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

N-Boc-(R)-2-amino-2-methyl-4-(6-pentyloxynaphthalen-2-yl)butan-1-ol (21 mg, 0.05 mmol) is dissolved in methanolic hydrochloric acid solution and stirred for 2 hours at RT. The solvent is distilled off in vacuo, and the residue is dried to obtain the title compound as its hydrochloride salt. NMR (CDCl3/d6DMSO=2/1) δ 7.65 (d, J=8.5 Hz, 1H), 7.63 (d, J=8.1 Hz, 1H), 7.57 (s, 1H), 7.32 (d, J=8.3 Hz, 1H), 7.07-7.17 (m, 2H), 4.06 (t, J=6.7 Hz, 2H), 3.71 (s, 2H), 2.78-2.88 (m, 2H), 2.0-2.1 (m, 2H), 1.8-1.9 (m, 2H), 1.38-1.53 (m, 4H), 1.41 (s, 3H), 0.95 (t, J=7 Hz, 3H). ESI+ MS: m/z=316.5 (MH)+.

Workup

  1. distillationThe solvent is distilled off in vacuo
  2. customthe residue is dried

Sources & evidence

ORD record
ord-65efd19aca3a4cb0a9657085aa04a84f
Source dataset
uspto-grants-2010_11
Patent number
US07825260B2

Reaction notes

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