Triethylamine → HCID 178440409, compound

HRID 396139Notes

Reaction equation

HRID 396139 reaction equation
NC1C=C(C)C(OC2C=C3C(=CC=2)NN=C3CCC)=C(C)C=1.C(N(CC)CC)C.[CH2:30]([O:32][C:33](=[O:65])[C:34]([NH:36][C:37]1[CH:62]=[C:61]([CH3:63])[C:40]([O:41][C:42]2[CH:43]=[C:44]3[C:48](=[CH:49][CH:50]=2)[N:47](C(=O)C(OCC)=O)[N:46]=[C:45]3[CH2:58][CH2:59][CH3:60])=[C:39]([CH3:64])[CH:38]=1)=[O:35])[CH3:31]>>[CH3:63][C:61]1[CH:62]=[C:37]([NH:36][C:34](=[O:35])[C:33]([O:32][CH2:30][CH3:31])=[O:65])[CH:38]=[C:39]([CH3:64])[C:40]=1[O:41][C:42]1[CH:43]=[C:44]2[C:48](=[CH:49][CH:50]=1)[NH:47][N:46]=[C:45]2[CH2:58][CH2:59][CH3:60]

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 21353735HCID 21353735, compoundHCID 178440408HCID 178440408, compound

Product 1

HCID 178440409HCID 178440409, compoundYield 40%

Procedure

Analogously to the procedure of Example 5, starting from 34 mg (0.115 mmol) of 5-(4-amino-2,6-dimethylphenoxy)-3-propyl-1H-indazole, 11.6 mg (0.115 mmol) of triethylamine and 15.7 mg (0.115 mmol) of ethyl oxalyl chloride, 18 mg, (32%) of ethyl [5-(4-{[ethoxy(oxo)acetyl]amino}-2,6-dimethylphenoxy)-3-propyl-1H-indazol-1-yl](oxo)acetate (Example 8) are obtained. Moreover, 18 mg, (40%) of ethyl ({3,5-dimethyl-4-[(3-propyl-1H-indazol-5-yl)oxy]phenyl}amino)(oxo)acetate (Example 8a) are obtained.

Workup

  1. customare obtained

Sources & evidence

ORD record
ord-5bc9091595a54ddf890a6cbf170949c8
Source dataset
uspto-grants-2003_08
Patent number
US06608049B2

Reaction notes

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