Lithium Hydroxide → 5-methyl-4-(2-(tetrahydro-2H-pyran-4-yloxy)pyridin-3-ylamino)thieno[2,3-d]pyrimidine-6-carboxylic acid

HRID 240667Notes

Reaction equation

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

Participants

Reactant 3

HCID 3939Lithium Hydroxide

HCID 14798Sodium Hydroxide

HCID 461820865-Methyl-4-[2-(tetrahydro-pyran-4-yloxy)-pyridin-3-ylamino]-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester

Product 1

HCID 584131025-methyl-4-(2-(tetrahydro-2H-pyran-4-yloxy)pyridin-3-ylamino)thieno[2,3-d]pyrimidine-6-carboxylic acid

Procedure

Prepared analogously to 1.2. from 5-methyl-4-[2-(tetrahydro-pyran-4-yloxy)-pyridin-3-ylamino]-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester. Lithium hydroxide was replaced by sodium hydroxide (2M).

Workup

customPrepared analogously to 1.2

Sources & evidence

ORD record: ord-39c3d6b714c0492ebe6c2d239bce70bd
Source dataset: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08648068B2

Reaction notes

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