Diisopropylethylamine → HCID 59376790, compound

HRID 1771865Notes

Reaction equation

HRID 1771865 reaction equation
[C:1]([O:5][C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([S:15][C:16]2[CH:24]=[CH:23][C:19]([C:20](O)=[O:21])=[CH:18][C:17]=2[NH:25][C:26]2[C:27]3[CH:35]=[CH:34][C:33]([CH:36]([CH3:38])[CH3:37])=[N:32][C:28]=3[N:29]=[CH:30][N:31]=2)=[CH:11][CH:10]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].CCN(C(C)C)C(C)C.[NH2:48][C:49]1[CH:54]=[CH:53][C:52]([S:55][C:56]2[CH:61]=[CH:60][C:59]([NH:62][C:63](=[O:69])[O:64][C:65]([CH3:68])([CH3:67])[CH3:66])=[CH:58][CH:57]=2)=[C:51]([NH:70][C:71]2[C:72]3[CH:80]=[CH:79][C:78]([CH:81]([CH3:83])[CH3:82])=[N:77][C:73]=3[N:74]=[CH:75][N:76]=2)[CH:50]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CS(C)=O.C(OCC)(=O)C>[C:1]([O:5][C:6]([NH:8][C:9]1[CH:10]=[CH:11][C:12]([S:15][C:16]2[CH:24]=[CH:23][C:19]([C:20]([NH:48][C:49]3[CH:54]=[CH:53][C:52]([S:55][C:56]4[CH:61]=[CH:60][C:59]([NH:62][C:63]([O:64][C:65]([CH3:68])([CH3:67])[CH3:66])=[O:69])=[CH:58][CH:57]=4)=[C:51]([NH:70][C:71]4[C:72]5[CH:80]=[CH:79][C:78]([CH:81]([CH3:83])[CH3:82])=[N:77][C:73]=5[N:74]=[CH:75][N:76]=4)[CH:50]=3)=[O:21])=[CH:18][C:17]=2[NH:25][C:26]2[C:27]3[CH:35]=[CH:34][C:33]([CH:36]([CH3:38])[CH3:37])=[N:32][C:28]=3[N:29]=[CH:30][N:31]=2)=[CH:13][CH:14]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

7

Reactant 4

HCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 593768924-(4-tert-Butoxycarbonylamino-phenylsulfanyl)-3-(7-isopropyl-pyrido[2,3-d]pyrimidin-4-ylamino)-benzoic acidHCID 59376905HCID 59376905, compound

Product 1

HCID 59376790HCID 59376790, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of the product from Example 1E (50 mg, 0.094 mmol) in DMSO (0.5 mL) at room temperature were added Hunig's base (49.3 μl, 0.282 mmol), the product from Example 2A (47.3 mg, 0.094 mmol), and HATU (42.9 mg, 0.113 mmol) and the reaction was stirred at room temperature overnight. The reason was diluted with ethyl acetate and washed with water. The organic was dried ever MgSO4 filtered and concentrated. The crude product was used without further purification.

Workup

  1. washwashed with water
  2. dry with materialThe organic was dried ever MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe crude product was used without further purification

Sources & evidence

ORD record
ord-c8de4eac17734a4f86d918797fa24e90
Source dataset
uspto-grants-2016_02
Patent number
US09249138B2

Reaction notes

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