4-Aminotetrahydropyran → HCID 25016225, compound

HRID 1991008Notes

Reaction equation

HRID 1991008 reaction equation
[CH3:1][O:2][C:3](=[O:25])[C:4]1[CH:9]=[CH:8][C:7]([CH3:10])=[C:6]([C:11]2[C:22](=[O:23])[N:21]([CH3:24])[C:14]3[N:15]=[C:16](SC)[N:17]=[CH:18][C:13]=3[CH:12]=2)[CH:5]=1.OOS([O-])=O.[K+].[NH2:32][CH:33]1[CH2:38][CH2:37][O:36][CH2:35][CH2:34]1>>[CH3:1][O:2][C:3](=[O:25])[C:4]1[CH:9]=[CH:8][C:7]([CH3:10])=[C:6]([C:11]2[C:22](=[O:23])[N:21]([CH3:24])[C:14]3[N:15]=[C:16]([NH:32][CH:33]4[CH2:38][CH2:37][O:36][CH2:35][CH2:34]4)[N:17]=[CH:18][C:13]=3[CH:12]=2)[CH:5]=1

Participants

4

Reactant 3

HCID 4192234-AminotetrahydropyranHCID 23707502Potassium hydroxy sulfiteHCID 59128631HCID 59128631, compound

Product 1

HCID 25016225HCID 25016225, compound

Procedure

4-Methyl-3-(8-methyl-2-methylsulfanyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-6-yl)-benzoic acid methyl ester was treated with OXONE™ following the procedure of step 3 of Example 1, and the resulting sulfonyl compound was treated with 4-amino-tetrahydropyran using the procedure of step 4 of Example 1, to give 4-methyl-3-[8-methyl-7-oxo-2-(tetrahydro-pyran-4-ylamino)-7,8-dihydro-pyrido[2,3-d]pyrimidin-6-yl]-benzoic acid methyl ester: MS (M+H)=409; MP=122.5-126.5° C.

Sources & evidence

ORD record
ord-9b681d18591a48b284d4b9f4a35dd51f
Source dataset
uspto-grants-2010_01
Patent number
US07645764B2

Reaction notes

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