Ammonium Chloride → HCID 178461804, compound

HRID 968205Notes

Reaction equation

HRID 968205 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[C:9]([NH:10][C@H:11]([CH3:14])[CH2:12][OH:13])=[N:8][C:7]([S:15]CC3C=CC=CC=3)=[N:6][C:5]=2[N:23]=1.[Na].[Cl-].[NH4+]>N>[NH2:1][C:2]1[S:3][C:4]2[C:9]([NH:10][C@H:11]([CH3:14])[CH2:12][OH:13])=[N:8][C:7]([SH:15])=[N:6][C:5]=2[N:23]=1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 5360545SodiumHCID 11857680(2R)-2-[[2-Amino-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol

Product 1

HCID 178461804HCID 178461804, compoundYield 29.7%

Reagents, catalysts & solvents 1

HCID 222AmmoniaSolvent

Procedure

A stirred solution of the product of step (a) (1 g) in liquid ammonia (20 ml) was treated portionwise with sodium until a permanent blue colour was obtained. The solution was treated with ammonium chloride to dissipate the blue colour, and allowed to evaporate. The residue was taken up in water, filtered and purified by reverse phase preparative HPLC on Xterra® C8 column, using 0 to 20% acetonitrile in water at 20 ml/min over 2 min to give the subtitled compound (0.22 g)

Workup

  1. customwas obtained
  2. customto evaporate
  3. filtrationfiltered
  4. custompurified by reverse phase preparative HPLC on Xterra® C8 column
  5. customover 2 min

Sources & evidence

ORD record
ord-d5f34948f1bd451db8558f768d8b36c3
Source dataset
uspto-grants-2005_10
Patent number
US06958343B2

Reaction notes

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