Ethyl 3-amino-2-methylpropanoate hydrochloride → HCID 68546881, compound

HRID 2242387Notes

Reaction equation

HRID 2242387 reaction equation
OCC1(CN[C:10]([C:12]2[N:13]([CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([O:30][C:31]([F:34])([F:33])[F:32])[CH:25]=3)[C:14]3[C:19]([CH:20]=2)=[CH:18][C:17]([C:21]#[N:22])=[CH:16][CH:15]=3)=[O:11])CCCC1.C(C1C=C2C(=CC=1)N(CC1C=CC=C(OC(F)(F)F)C=1)C(C(O)=O)=C2)#N.Cl.[CH2:62]([O:64][C:65](=[O:70])[CH:66]([CH3:69])[CH2:67][NH2:68])[CH3:63]>>[CH2:62]([O:64][C:65](=[O:70])[CH:66]([CH3:69])[CH2:67][NH:68][C:10]([C:12]1[N:13]([CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([O:30][C:31]([F:34])([F:32])[F:33])[CH:25]=2)[C:14]2[C:19]([CH:20]=1)=[CH:18][C:17]([C:21]#[N:22])=[CH:16][CH:15]=2)=[O:11])[CH3:63]

Participants

4

Reactant 3

HCID 19611788Ethyl 3-amino-2-methylpropanoate hydrochlorideHCID 24890015HCID 24890015, compoundHCID 685431065-cyano-1-(3-trifluoromethoxybenzyl)-1H-indole-2-carboxylic acid

Product 1

HCID 68546881HCID 68546881, compoundYield 51%

Procedure

3-{[5-Cyano-1-(3-trifluoromethoxybenzyl)-1H-indole-2-carbonyl]amino}-2-methyl-propionic acid ethyl ester was prepared in the same manner as 5-cyano-1-(3-trifluoromethoxybenzyl)-1H-indole-2-carboxylic acid (1-hydroxymethyl-cyclopentylmethyl)amide from 5-cyano-1-(3-trifluoromethoxybenzyl)-1H-indole-2-carboxylic acid (300 mg, 83.3 mmol) and 3-aminoisobutyric acid ethyl ester, hydrochloride (168 mg, 0.10 mmol) giving 3-{[5-cyano-1-(3-trifluoromethoxybenzyl)-1H-indole-2-carbonyl]amino}-2-methylpropionic acid ethyl ester (204 mg, 51%).

Sources & evidence

ORD record
ord-007d6af0b4ce4db58f78222ee98d54c2
Source dataset
uspto-grants-2010_03
Patent number
US07671080B2

Reaction notes

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