Sodium Hydroxide → HCID 46182215, compound

HRID 450571Notes

Reaction equation

HRID 450571 reaction equation
[OH-].[Na+].[CH3:3][O:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[N:14]=[C:13]([O:15][CH:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)[C:12]([NH:22][C:23]2[C:24]3[C:31]([CH3:32])=[C:30]([C:33]([O:35]C)=[O:34])[S:29][C:25]=3[N:26]=[CH:27][N:28]=2)=[CH:11][CH:10]=1.OS([O-])(=O)=O.[K+]>>[CH3:3][O:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[N:14]=[C:13]([O:15][CH:16]2[CH2:17][CH2:18][O:19][CH2:20][CH2:21]2)[C:12]([NH:22][C:23]2[C:24]3[C:31]([CH3:32])=[C:30]([C:33]([OH:35])=[O:34])[S:29][C:25]=3[N:26]=[CH:27][N:28]=2)=[CH:11][CH:10]=1

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 516920Potassium bisulfateHCID 69669195HCID 69669195, compound

Product 1

HCID 46182215HCID 46182215, compoundYield 73%

Procedure

Aqueous NaOH (2M, 0.175 mL) was added into a suspension of methyl 4-(6-(3-methoxypropoxy)-2-(tetrahydro-2H-pyran-4-yloxy)pyridin-3-ylamino)-5-methylthieno[2,3-d]pyrimidine-6-carboxylate (0.034 g, 0.07 mmol) and the reaction mixture stirred at ambient temperature for 18 hours. The solution was adjusted to pH 2 using 10% aqueous KHSO4 and the resultant suspension was filtered. The solid was washed with water, diethyl ether and dried in vacuo over P2O5 to afford off-white solid (0.024 g, 73%).

Workup

  1. filtrationthe resultant suspension was filtered
  2. washThe solid was washed with water, diethyl ether
  3. dry with materialdried in vacuo over P2O5

Sources & evidence

ORD record
ord-2c3d7e7ee46146f3a8e45b7bc346d212
Source dataset
uspto-grants-2013_07
Patent number
US08486953B2

Reaction notes

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