Hydrochloric Acid → HCID 71261449, compound

HRID 1528145Notes

Reaction equation

HRID 1528145 reaction equation
[NH2:1][C:2]1[S:6][C:5]([C:7]2[C:12]([F:13])=[CH:11][CH:10]=[CH:9][C:8]=2[F:14])=[N:4][C:3]=1[C:15]([NH:17][C:18]1[C:19]([O:24][CH2:25][CH2:26][CH:27]2[CH2:31][O:30]C(C)(C)[O:28]2)=[N:20][CH:21]=[N:22][CH:23]=1)=[O:16].Cl.C([O-])([O-])=O.[Na+].[Na+].O>CO>[NH2:1][C:2]1[S:6][C:5]([C:7]2[C:8]([F:14])=[CH:9][CH:10]=[CH:11][C:12]=2[F:13])=[N:4][C:3]=1[C:15]([NH:17][C:18]1[C:19]([O:24][CH2:25][CH2:26][CH:27]([OH:28])[CH2:31][OH:30])=[N:20][CH:21]=[N:22][CH:23]=1)=[O:16]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 10340Sodium CarbonateHCID 71261520HCID 71261520, compound

Product 1

HCID 71261449HCID 71261449, compoundYield 60.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

At room temperature (25° C.), to a solution of 5-amino-2-(2,6-difluorophenyl)-N-(4-(2-(2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)pyrimidin-5-yl)thiazole-4-carboxamide (38) (20 mg, 0.0419 mmol) in methanol (2 mL) was added concentrated HCl (0.5 mL) and the solution was stirred for 4 hours. 10% Na2CO3 solution was added to neutralize the solution to pH=7, the water (20 mL) was added and a precipitate was formed. An off white solid product 49 (11 mg, 0.0252 mmol) was obtained after filtration and air drying at 25° C.

Workup

  1. customa precipitate was formed

Sources & evidence

ORD record
ord-3f6169c568634d32a50050c25eb2f6e4
Source dataset
uspto-grants-2015_07
Patent number
US09090594B2

Reaction notes

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