5-Amino-2,4-difluorophenol → 2,4-Difluoro-5-(5,6,7,8-tetrahydropyrido[4',3':4,5]thieno[2,3-d]pyrimidin-4-ylamino)phenol hydrochloride

HRID 38557Notes

Reaction equation

HRID 38557 reaction equation
[Cl:1][C:2]1[C:3]2[C:10]3[CH2:11][CH2:12][N:13](C(OC(C)(C)C)=O)[CH2:14][C:9]=3[S:8][C:4]=2[N:5]=[CH:6][N:7]=1.[NH2:22][C:23]1[C:24]([F:31])=[CH:25][C:26]([F:30])=[C:27]([OH:29])[CH:28]=1>>[ClH:1].[F:30][C:26]1[CH:25]=[C:24]([F:31])[C:23]([NH:22][C:2]2[C:3]3[C:10]4[CH2:11][CH2:12][NH:13][CH2:14][C:9]=4[S:8][C:4]=3[N:5]=[CH:6][N:7]=2)=[CH:28][C:27]=1[OH:29]

Participants

3

Reactant 2

HCID 27829995-Amino-2,4-difluorophenolHCID 49788563tert-Butyl 4-chloro-5,6-dihydropyrido(4',3':4,5)thieno(2,3-d)pyrimidine-7(8H)-carboxylate

Product 1

HCID 668499002,4-Difluoro-5-(5,6,7,8-tetrahydropyrido[4',3':4,5]thieno[2,3-d]pyrimidin-4-ylamino)phenol hydrochloride

Procedure

The title compound was prepared in analogy to Example 65A from tert-butyl 4-chloro-5,8-dihydropyrido[4′,3′:4,5]thieno[2,3-d]pyrimidine-7(6H)-carboxylate from Example 11A (4.00 g, 12.3 mmol) and 5-amino-2,4-difluorophenol (1.87 g, 12.9 mmol) to yield 740 mg (16%).

Workup

  1. customto yield 740 mg (16%)

Sources & evidence

ORD record
ord-8ca0621d63df49f5afe29c3e6da45f6c
Source dataset
uspto-grants-2013_09
Patent number
US08524722B2

Reaction notes

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