Hydrochloric Acid → 1-t-Butylamino-3-(5-[2-(bicyclo[2.2.1]hept-7-yl)ethylaminocarbonyl]thiazol-2-yloxy)-propan-2-ol hydrochloride

HRID 461691Notes

Reaction equation

HRID 461691 reaction equation
[ClH:1].[C:2]([NH:6][CH2:7][CH:8]([OH:28])[CH2:9][O:10][C:11]1[S:12][C:13]([C:16]([NH:18][CH2:19][CH2:20][CH:21]2[CH:25]3[CH2:26][CH2:27][CH:22]2[CH2:23][CH2:24]3)=[O:17])=[CH:14][N:15]=1)([CH3:5])([CH3:4])[CH3:3]>C(OCC)C>[ClH:1].[C:2]([NH:6][CH2:7][CH:8]([OH:28])[CH2:9][O:10][C:11]1[S:12][C:13]([C:16]([NH:18][CH2:19][CH2:20][CH:21]2[CH:25]3[CH2:24][CH2:23][CH:22]2[CH2:27][CH2:26]3)=[O:17])=[CH:14][N:15]=1)([CH3:5])([CH3:3])[CH3:4]

Participants

4

Reactant 2

HCID 313Hydrochloric Acid2×HCID 213918531-t-Butylamino-3-(5-[2-(bicyclo[2.2.1]hept-7-yl)ethylaminocarbonyl]thiazol-2-yloxy)propan-2-ol

Product 1

HCID 213918611-t-Butylamino-3-(5-[2-(bicyclo[2.2.1]hept-7-yl)ethylaminocarbonyl]thiazol-2-yloxy)-propan-2-ol hydrochloride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

This example illustrates methods of preparing hydrochloride addition salts of the compound of formula C. In this example 1 g. of 1-t-butylamino-3-(5-[2-(bicyclo[2.2.1]hept-7-yl)ethylaminocarbonyl]thiazol-2-yloxy)propan-2-ol is dissolved in 10 ml. of ethyl ether at 20° C. A stream of gaseous anhydrous hydrogen chloride is passed over the surface of the solution until the supernatent liquid becomes colorless. The resulting precipitate is collected by filtration, washed with ethyl ether and then crystallized from methanol/diethyl ether, affording crystalline 1-t-butylamino-3-(5-[2-(bicyclo[2.2.1]hept-7-yl)ethylaminocarbonyl]thiazol-2-yloxy)-propan-2-ol hydrochloride, m.p. 161°-166° C.

Workup

  1. customat 20° C
  2. filtrationThe resulting precipitate is collected by filtration
  3. washwashed with ethyl ether
  4. customcrystallized from methanol/diethyl ether

Sources & evidence

ORD record
ord-26247380341344f8b929cca22d504a63
Source dataset
uspto-grants-1977_12
Patent number
US04064135

Reaction notes

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