Hydrochloric Acid → (S)-2-(1-Amino-3-phenoxypropyl)-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one

HRID 1052372Notes

Reaction equation

HRID 1052372 reaction equation
[O:1]=[C:2]1[C:7]2=[CH:8][CH:9]=[CH:10][N:6]2[N:5]=[C:4]([C@@H:11]([NH:21]C(=O)OC(C)(C)C)[CH2:12][CH2:13][O:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[N:3]1[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1.Cl.O1CCOCC1>>[NH2:21][C@H:11]([C:4]1[N:3]([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)[C:2](=[O:1])[C:7]2=[CH:8][CH:9]=[CH:10][N:6]2[N:5]=1)[CH2:12][CH2:13][O:14][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 131736119(S)-tert-Butyl (1-(4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)-3-phenoxypropyl)carbamate

Product 1

HCID 118433850(S)-2-(1-Amino-3-phenoxypropyl)-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-oneYield 87%

Procedure

(S)-tert-Butyl (1-(4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)-3-phenoxypropyl)carbamate (8 mg, 0.02 mmol) was treated with a solution of hydrochloric acid in dioxane (4M, 109 μl, 0.43 mmol) according to the method described in Preparation 1 to obtain 6 mg (87% yield) of the title compound as a solid. Purity 100%.

Workup

  1. customdescribed in Preparation 1

Sources & evidence

ORD record
ord-c859a9bd772941a591aae309c553873a
Source dataset
uspto-grants-2016_07
Patent number
US09388189B2

Reaction notes

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