Hydrochloric Acid → HCID 57495632, compound

HRID 1092346Notes

Reaction equation

HRID 1092346 reaction equation
C(OC(=O)[NH:7][C:8]1([CH2:13][NH:14][CH:15]2[CH:22]3[CH2:23][C:18]4([OH:26])[CH2:19][C:20]([OH:25])([CH2:24][CH:16]2[CH2:17]4)[CH2:21]3)[CH2:12][CH2:11][CH2:10][CH2:9]1)(C)(C)C.Cl>CO>[NH2:7][C:8]1([CH2:13][NH:14][CH:15]2[CH:22]3[CH2:21][C:20]4([OH:25])[CH2:19][C:18]([OH:26])([CH2:17][CH:16]2[CH2:24]4)[CH2:23]3)[CH2:12][CH2:11][CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57495630HCID 57495630, compound

Product 1

HCID 57495632HCID 57495632, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of {1-[(5,7-dihydroxy-adamantan-2-ylamino)-methyl]-cyclopentyl}-carbamic acid tert-butyl ester (350 mg, obtained in examples 122, step A) and 6N HCl solution (1.0 ml) in MeOH (2.0 ml) was stirred at room temperature for 16 hr. The mixture was evaporated. The residue was purified with amine-coated silica gel chromatography (CH2Cl2:MeOH=from 100:0 to 9:1) to obtain the title compound (250 mg, 97%) as a dark brown solid.

Workup

  1. customThe mixture was evaporated
  2. customThe residue was purified with amine-coated silica gel chromatography (CH2Cl2:MeOH=from 100:0 to 9:1)

Sources & evidence

ORD record
ord-f888611763da492b8f5389b7a5e2a657
Source dataset
uspto-grants-2012_03
Patent number
US08129423B2

Reaction notes

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