1-ethyl-4-hydrazino-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid, ethyl ester → 8-Benzyl-N-(1-methylpropyl)-8H-pyrazolo[4',3':5,6]pyrido[3,4-e][1,2,4]triazolo[1,5-a]pyrimidin-5-amine

HRID 2420582Notes

Reaction equation

HRID 2420582 reaction equation
C(N1C2=NC=[C:15](C(OCC)=O)[C:16]([NH:17]N)=[C:11]2[CH:10]=N1)C1C=CC=CC=1.C(N1C2=NC=C(C(OCC)=O)C(NN)=C2C=N1)C.C(N1C2N=CC3C(=O)NC4N(N=C(SC)N=4)C=3C=2C=N1)C.ClC1C2C=NC3N(CC)N=CC=3C=2N2N=CN=C2N=1.[CH2:82]([N:89]1[C:93]2[N:94]=[CH:95][C:96]3[C:97](=O)[NH:98][C:99]4[N:100]([N:102]=[CH:103][N:104]=4)[C:101]=3[C:92]=2[CH:91]=[N:90]1)[C:83]1[CH:88]=[CH:87][CH:86]=[CH:85][CH:84]=1.C(N1C2N=CC3C(Cl)=NC4N(N=CN=4)C=3C=2C=N1)C1C=CC=CC=1>>[CH2:82]([N:89]1[C:93]2[N:94]=[CH:95][C:96]3[C:97]([NH:17][CH:16]([CH3:15])[CH2:11][CH3:10])=[N:98][C:99]4[N:100]([N:102]=[CH:103][N:104]=4)[C:101]=3[C:92]=2[CH:91]=[N:90]1)[C:83]1[CH:88]=[CH:87][CH:86]=[CH:85][CH:84]=1

Participants

7

Reactant 6

HCID 1623571-ethyl-4-hydrazino-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid, ethyl esterHCID 218239591-benzyl-4-hydrazino-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid, ethyl esterHCID 227584865-Chloro-8-ethyl-8H-pyrazolo[4',3':5,6]pyrido[3,4-e][1,2,4]-triazolo[1,5-a]pyrimidineHCID 227585388-benzyl-5-chloro-8H-pyrazolo[4',3':5,6]pyrido[3,4-e][1,2,4]triazolo[1,5-a]pyrimidineHCID 1355938558-benzyl-4H-pyrazolo[4',3':5,6]pyrido[3,4-e][1,2,4]triazolo[1,5-a]pyrimidin-5(8H)-oneHCID 1355938628-ethyl-2-methylthio-4H-pyrazolo[4',3':5,6]pyrido[3,4-e][1,2,4]triazolo[1,5-a]pyrimidin-5(8H)-one

Product 1

HCID 227584838-Benzyl-N-(1-methylpropyl)-8H-pyrazolo[4',3':5,6]pyrido[3,4-e][1,2,4]triazolo[1,5-a]pyrimidin-5-amine

Procedure

By substituting 1-benzyl-4-hydrazino-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid, ethyl ester for the 1-ethyl-4-hydrazino-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid, ethyl ester in the procedure of Example 1 (a), (b) then proceeding as in Example 2, 8-benzyl-4H-pyrazolo[4',3':5,6]pyrido[3,4-e][1,2,4]triazolo[1,5-a]pyrimidin-5(8H)-one and 8-benzyl-5-chloro-8H-pyrazolo[4',3':5,6]pyrido[3,4-e][1,2,4]triazolo[1,5-a]pyrimidine and 8-benzyl-N-(1-methylpropyl)-8H-pyrazolo[4',3':5,6]pyrido[3,4e][1,2,4]triazolo[1,5-a]pyrimidin-5-amine, respectively, are obtained.

Workup

  1. customrespectively, are obtained

Sources & evidence

ORD record
ord-f8dc1b1f2fe246e3a5fbde314964fbd7
Source dataset
uspto-grants-1978_08
Patent number
US04110454

Reaction notes

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