Hydrochloric Acid → HCID 11989749, compound

HRID 1715266Notes

Reaction equation

HRID 1715266 reaction equation
[OH-].[Na+].[C:3]([NH:6][C:7]1[S:8][C:9]([C:13]2[N:14]=[C:15]([C:18]([NH:20][C:21]3[CH:33]=[CH:32][C:24]4[O:25]C(C)(C)[O:27][C:28](=[O:29])[C:23]=4[CH:22]=3)=[O:19])[S:16][CH:17]=2)=[C:10]([CH3:12])[N:11]=1)(=[O:5])[CH3:4].Cl.O>C1COCC1>[C:3]([NH:6][C:7]1[S:8][C:9]([C:13]2[N:14]=[C:15]([C:18]([NH:20][C:21]3[CH:33]=[CH:32][C:24]([OH:25])=[C:23]([CH:22]=3)[C:28]([OH:29])=[O:27])=[O:19])[S:16][CH:17]=2)=[C:10]([CH3:12])[N:11]=1)(=[O:5])[CH3:4]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 86621994HCID 86621994, compound

Product 1

HCID 11989749HCID 11989749, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Sodium hydroxide 5N solution (109 μl; 5 M; 0.55 mmol; 12.50 eq.) is added to a solution of 2′-(acetylamino)-N-(2,2-dimethyl-4-oxo-4H-1,3-benzodioxin-6-yl)-4′-methyl-4,5′-bi-1,3-thiazole-2-carboxamide, obtained in Step I as described above (20 mg; 0.04 mmol; 1 eq.) in THF (1 ml) at rt. After 50 min, the deprotection is complete. Hydrogen chloride (109 μl; 5 M; 0.55 mmol; 12.50 eq.) is added, followed by water (2 ml). The resulting precipitate is isolated by filtration, washed with water and dried under vacuo. Compound (22) is isolated as yellow solid (14 mg; 77%).

Workup

  1. customobtained in Step I
  2. customThe resulting precipitate is isolated by filtration
  3. washwashed with water
  4. customdried under vacuo

Sources & evidence

ORD record
ord-dcef0c459de54d71abf2000526dcc0ea
Source dataset
uspto-grants-2010_09
Patent number
US07799814B2

Reaction notes

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