tert-Butyl 4-chloro-5,6-dihydropyrido(4',3':4,5)thieno(2,3-d)pyrimidine-7(8H)-carboxylate → 2,3-Dichloro-5-(5,6,7,8-tetrahydropyrido[4',3':4,5]thieno[2,3-d]pyrimidin-4-ylamino)phenol hydrochloride

HRID 38555Notes

Reaction equation

HRID 38555 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.Cl.[NH2:23][C:24]1[CH:25]=[C:26]([Cl:32])[C:27]([Cl:31])=[C:28]([OH:30])[CH:29]=1>>[ClH:1].[Cl:31][C:27]1[C:26]([Cl:32])=[CH:25][C:24]([NH:23][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:29][C:28]=1[OH:30]

Participants

3

Reactant 2

HCID 49788563tert-Butyl 4-chloro-5,6-dihydropyrido(4',3':4,5)thieno(2,3-d)pyrimidine-7(8H)-carboxylateHCID 668498095-Amino-2,3-dichlorophenol hydrochloride

Product 1

HCID 668498872,3-Dichloro-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 (300 mg, 0.92 mmol) and 5-amino-2,3-dichlorophenol hydrochloride from Example 68A (296 mg, 1.38 mmol) to yield 395 mg (99%).

Workup

  1. customto yield 395 mg (99%)

Sources & evidence

ORD record
ord-a3d79ab1b46e4c8ab8f5e76ad3c9971e
Source dataset
uspto-grants-2013_09
Patent number
US08524722B2

Reaction notes

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