HCID 89996186, compound → HCID 89996105, compound

HRID 1480771Notes

Reaction equation

HRID 1480771 reaction equation
[Si]([O:18][CH2:19][CH2:20][N:21]1[CH:25]=[C:24]([C:26]2[CH:31]=[CH:30][C:29]([NH:32][CH:33]=O)=[C:28]([O:35][CH3:36])[CH:27]=2)[CH:23]=[N:22]1)(C(C)(C)C)(C1C=CC=CC=1)C1C=CC=CC=1.CS(C1[N:42]=[CH:43][C:44]2[CH:50]=[CH:49][N:48]=[C:47]([NH:51][CH:52]3[CH2:57][CH2:56][O:55][CH2:54][CH2:53]3)[C:45]=2[N:46]=1)(=O)=O>>[CH3:36][O:35][C:28]1[CH:27]=[C:26]([C:24]2[CH:23]=[N:22][N:21]([CH2:20][CH2:19][OH:18])[CH:25]=2)[CH:31]=[CH:30][C:29]=1[NH:32][C:33]1[N:42]=[CH:43][C:44]2[CH:50]=[CH:49][N:48]=[C:47]([NH:51][CH:52]3[CH2:53][CH2:54][O:55][CH2:56][CH2:57]3)[C:45]=2[N:46]=1

Participants

3

Reactant 2

HCID 89996186HCID 89996186, compoundHCID 118322992HCID 118322992, compound

Product 1

HCID 89996105HCID 89996105, compound

Procedure

The title compound was prepared according to Example 43 using N-(4-(1-(2-(tert-butyldiphenylsilyloxy)ethyl)-1H-pyrazol-4-yl)-2-methoxyphenyl)formamide (Preparation 67) and 2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-4-yl)pyrido[3,4-d]pyrimidin-8-amine (Preparation 45). The intermediate silyl ether was purified using silica gel column chromatography eluting with 0 to 55% EtOAc in cyclohexane and the title compound was purified using silica gel column chromatography eluting with 0 to 5% MeOH in EtOAc (6 mg, 85%).

Workup

  1. customThe intermediate silyl ether was purified
  2. washeluting with 0 to 55% EtOAc in cyclohexane
  3. customthe title compound was purified
  4. washeluting with 0 to 5% MeOH in EtOAc (6 mg, 85%)

Sources & evidence

ORD record
ord-0027f4d126144fbeab9b40c0d1920a1a
Source dataset
uspto-grants-2016_08
Patent number
US09409907B2

Reaction notes

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