tert-Butyl isocyanate → HCID 5328119, compound

HRID 617996Notes

Reaction equation

HRID 617996 reaction equation
[NH2:1][C:2]1[C:3]([C:21]2[C:26]([CH3:27])=[CH:25][CH:24]=[CH:23][C:22]=2[CH3:28])=[CH:4][C:5]2[CH:10]=[N:9][C:8]([NH:11][CH2:12][CH2:13][CH2:14][N:15]([CH2:18][CH3:19])[CH2:16][CH3:17])=[N:7][C:6]=2[N:20]=1.[C:29]([N:33]=[C:34]=[O:35])([CH3:32])([CH3:31])[CH3:30]>>[C:29]([NH:33][C:34]([NH:1][C:2]1[C:3]([C:21]2[C:22]([CH3:28])=[CH:23][CH:24]=[CH:25][C:26]=2[CH3:27])=[CH:4][C:5]2[CH:10]=[N:9][C:8]([NH:11][CH2:12][CH2:13][CH2:14][N:15]([CH2:16][CH3:17])[CH2:18][CH3:19])=[N:7][C:6]=2[N:20]=1)=[O:35])([CH3:32])([CH3:31])[CH3:30]

Participants

3

Reactant 2

HCID 62412tert-Butyl isocyanateHCID 5328118HCID 5328118, compound

Product 1

HCID 5328119HCID 5328119, compound

Procedure

Prepared as described in Example 21, starting from 0.50 g of 7-amino-6-(2,6-dimethylphenyl)-2-(3-diethylamino-propylamino)-pyrido[2,3-d]pyrimidine from Example 114 and 0.17 mL of tert-butyl isocyanate. The product was purified by reverse phase preparative HPLC on a C18 reverse phase column, eluting with a solvent gradient starting from 95% of 0.1% trifluoroacetic acid in water/5% of 0.1% trifluoroacetic acid in acetonitrile to 65% of 0.1% trifluoroacetic acid in water/35% of 0.1% trifluoroacetic acid in acetonitrile, mp 86-91° C.

Workup

  1. customPrepared
  2. customThe product was purified by reverse phase preparative HPLC on a C18 reverse phase column
  3. washeluting with a solvent gradient

Sources & evidence

ORD record
ord-a8396998738647f8a209f4d3c01f98d4
Source dataset
uspto-grants-1999_09
Patent number
US05952342

Reaction notes

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