Ammonia → HCID 136623656, compound

HRID 1052784Notes

Reaction equation

HRID 1052784 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][N:5]2[C:10]=1[C:9](=[O:11])[N:8]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:7]([C@@H:18]([NH:20][C:21]1[C:22]3[C:29]([C:30]4[N:34]([CH3:35])[N:33]=[C:32]([C:36]([F:39])([F:38])[F:37])[CH:31]=4)=[CH:28][N:27](COCC[Si](C)(C)C)[C:23]=3[N:24]=[CH:25][N:26]=1)[CH3:19])=[N:6]2.FC(F)(F)C(O)=O.N>>[CH3:1][C:2]1[CH:3]=[CH:4][N:5]2[C:10]=1[C:9](=[O:11])[N:8]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:7]([C@@H:18]([NH:20][C:21]1[C:22]3[C:29]([C:30]4[N:34]([CH3:35])[N:33]=[C:32]([C:36]([F:39])([F:38])[F:37])[CH:31]=4)=[CH:28][NH:27][C:23]=3[N:24]=[CH:25][N:26]=1)[CH3:19])=[N:6]2

Participants

4

Reactant 3

HCID 222AmmoniaHCID 6422Trifluoroacetic acidHCID 131736238HCID 131736238, compound

Product 1

HCID 136623656HCID 136623656, compoundYield 69%

Procedure

(S)-5-Methyl-2-(1-((5-(1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)ethyl)-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one (38 mg, 0.04 mmol, 66% purity) was treated with trifluoroacetic acid (760 μl, 9.86 mmol) and a solution of ammonia (7N in methanol, 760 μl, 5.32 mmol) according to the method described in Example 27. The residue was purified using SP1® Purification System (reverse phase, 0% to 100% water-methanol/acetonitrile 1:1) to obtain 14 mg (69% yield) of the title compound.

Workup

  1. customThe residue was purified
  2. customSP1® Purification System (reverse phase, 0% to 100% water-methanol/acetonitrile 1:1)

Sources & evidence

ORD record
ord-6fd87b59a37d4481aa1d85cf0ea12074
Source dataset
uspto-grants-2016_07
Patent number
US09388189B2

Reaction notes

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