Ammonia → HCID 90102857, compound

HRID 1052742Notes

Reaction equation

HRID 1052742 reaction equation
[Cl:1][C:2]1[C:3]([OH:45])=[C:4]([C:8]2[C:16]3[C:15]([NH:17][C@H:18]([C:20]4[N:25]([C:26]5[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=5)[C:24](=[O:32])[C:23]5=[C:33]([CH3:36])[CH:34]=[CH:35][N:22]5[N:21]=4)[CH3:19])=[N:14][CH:13]=[N:12][C:11]=3[N:10](COCC[Si](C)(C)C)[CH:9]=2)[CH:5]=[CH:6][CH:7]=1.FC(F)(F)C(O)=O.N>>[Cl:1][C:2]1[C:3]([OH:45])=[C:4]([C:8]2[C:16]3[C:15]([NH:17][C@H:18]([C:20]4[N:25]([C:26]5[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=5)[C:24](=[O:32])[C:23]5=[C:33]([CH3:36])[CH:34]=[CH:35][N:22]5[N:21]=4)[CH3:19])=[N:14][CH:13]=[N:12][C:11]=3[NH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 6422Trifluoroacetic acidHCID 131736184HCID 131736184, compound

Product 1

HCID 90102857HCID 90102857, compoundYield 22.3%

Procedure

(S)-2-(1-((5-(3-Chloro-2-hydroxyphenyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one (58 mg, 0.07 mmol) was treated with trifluoroacetic acid (1.20 ml, 15.58 mmol) and a solution of ammonia (7N in methanol, 1.20 ml, 8.40 mmol) according to the method described in Example 27. The residue was purified using SP1® Purification System (0% to 5% dichloromethane-2-propanol) to obtain 8 mg (21% yield) of the title compound.

Workup

  1. customThe residue was purified
  2. customSP1® Purification System (0% to 5% dichloromethane-2-propanol)

Sources & evidence

ORD record
ord-ed6eac716a8049c48f0199559b3dfe11
Source dataset
uspto-grants-2016_07
Patent number
US09388189B2

Reaction notes

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