Hydrochloric Acid → HCID 14403484, compound

HRID 1195002Notes

Reaction equation

HRID 1195002 reaction equation
[C:1]12([CH2:11][CH2:12][N:13]3[C:17]([CH2:18][C@@H:19]([C:21]([OH:23])=[O:22])[NH2:20])=[CH:16][N:15]=[CH:14]3)[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[CH2:24]=O.[ClH:26]>>[ClH:26].[ClH:26].[C:1]12([CH2:11][CH2:12][N:13]3[C:17]4[CH2:18][CH:19]([C:21]([OH:23])=[O:22])[NH:20][CH2:24][C:16]=4[N:15]=[CH:14]3)[CH2:8][CH:7]3[CH2:9][CH:3]([CH2:4][CH:5]([CH2:6]3)[CH2:10]1)[CH2:2]2

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 18631277HCID 18631277, compound

Product 1

HCID 14403484HCID 14403484, compound

Conditions

Temperature
25 °C

Procedure

A solution of 7.8 g 3-(2-(1-adamantyl)ethyl)histidine.2HCl in 100 mL 1N HCl is treated with 5 mL 36% formaldehyde, stirring 30 min at 25° C. followed by 90 min at reflux. Evaporation gives 1-(2-(1-adamantyl)ethyl)-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine-6-carboxylic acid dihydrochloride as a white solid. NMR (D2O) 8.90 (s, 1H, 2-Im).

Workup

  1. waitfollowed by 90 min
  2. temperatureat reflux
  3. customEvaporation

Sources & evidence

ORD record
ord-6c5a8d74b9fe4423a649ecf0c6640d4c
Source dataset
uspto-grants-1989_03
Patent number
US04816463

Reaction notes

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