p-Toluenesulfonate → HCID 46200054, compound

HRID 1930682Notes

Reaction equation

[CH3:1][NH:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][OH:11].FC(F)(F)S(O[C:18]1[C:19]2[CH2:39][N:38]([C:40](=[O:42])[CH3:41])[CH2:37][CH2:36][C:20]=2[N:21]=[C:22]([NH:24][C:25]2[CH:30]=[CH:29][C:28]([C:31]3[O:35][CH:34]=[N:33][CH:32]=3)=[CH:27][CH:26]=2)[N:23]=1)(=O)=O.S(C1C=CC(C)=CC=1)([O-])(=O)=O>>[OH:11][CH2:10][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[CH2:3][N:2]([CH3:1])[C:18]1[C:19]2[CH2:39][N:38]([C:40](=[O:42])[CH3:41])[CH2:37][CH2:36][C:20]=2[N:21]=[C:22]([NH:24][C:25]2[CH:30]=[CH:29][C:28]([C:31]3[O:35][CH:34]=[N:33][CH:32]=3)=[CH:27][CH:26]=2)[N:23]=1

Participants

Reactant 3

HCID 85570p-Toluenesulfonate

HCID 21825614HCID 21825614, compound

HCID 593337606-Acetyl-2-(4-(oxazol-5-yl)phenylamino)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl trifluoromethanesulfonate

Product 1

HCID 46200054HCID 46200054, compoundYield 15.3%

Procedure

1-(4-((2-(Hydroxymethyl)benzyl)(methyl)amino)-2-(4-(oxazol-5-yl)phenylamino)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)ethanone (12.3 mg, 15.3%) was prepared from (2-((methylamino)methyl)phenyl)methanol and 6-acetyl-2-(4-(oxazol-5-yl)phenylamino)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-y1 trifluoromethanesulfonate (example 88a) according to the general procedure for amine substitution of tosylate on pyrimidines.

Sources & evidence

ORD record: ord-61f386361fd14da590cf42b4299fba73
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08188101B2

Reaction notes

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