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Basic Information
CAS No.: 98548-81-3
Name: (E)-4-(diMethylaMino)but-2-enoic acid
Molecular Structure:
Molecular Structure of 98548-81-3 ((E)-4-(diMethylaMino)but-2-enoic acid)
Formula: C6H11NO2.ClH
Molecular Weight: 165.62
Synonyms: 4-(dimethylamino)-but-2-enoic acid hydrochloride;(E)-4-(Dimethylamino)But-2-Enoic Acid Hydrochloride;4-(Dimethylamino)-2-butenoic acid hydrochloride;4-N,N-dimethyl-aminocrotonic acid hydrochloride;4-Dimethylamino-but-2-enoic acid hydrochloride salt;trans-4-dimethylaminocrotonicacid hydrochloride;
Melting Point: 157-162 °C
PSA: 40.54000
LogP: 0.99080
Synthetic route

methyl 4-(dimethylamino)but-2-enoate hydrochloride

98548-81-3

trans-4-dimethylaminocrotonic acid hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water for 6h; Reflux;98%
98552-51-3

ethyl 4-(dimethylamino)crotonate

98548-81-3

trans-4-dimethylaminocrotonic acid hydrochloride

Conditions
ConditionsYield
Stage #1: ethyl 4-(dimethylamino)crotonate With water; sodium hydroxide In ethanol at 0.25 - 0.55℃; for 0.1h;
Stage #2: With hydrogenchloride In ethanol at 5℃; pH=1.5;
63%
13991-36-1, 20629-35-0

4-bromocrotonic acid

124-40-3

dimethyl amine

98548-81-3

trans-4-dimethylaminocrotonic acid hydrochloride

Conditions
ConditionsYield
Stage #1: 4-bromocrotonic acid; dimethyl amine In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: With hydrogenchloride In water; isopropyl alcohol pH=2 - 3;
36%
1259519-60-2

4-dimethylaminocrotonic acid methyl ester hydrochloride

98548-81-3

trans-4-dimethylaminocrotonic acid hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide In ethanol; isopropyl alcohol; acetone
98548-81-3

trans-4-dimethylaminocrotonic acid hydrochloride

1246087-09-1

3-cyano-6-amino-7-ethoxy-4-(3-ethynylanilino)quinoline

C26H25N5O2

Conditions
ConditionsYield
Stage #1: trans-4-dimethylaminocrotonic acid hydrochloride With oxalyl dichloride In tetrahydrofuran; N,N-dimethyl-formamide at 10 - 20℃; for 1h; Large scale;
Stage #2: 3-cyano-6-amino-7-ethoxy-4-(3-ethynylanilino)quinoline In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide at -20 - 0℃; for 1h; Temperature; Large scale;
99.1%
98548-81-3

trans-4-dimethylaminocrotonic acid hydrochloride

(R)-5-fluoro-4’-((R)-3-(methoxymethyl)piperazin-1-yl)-2’-(((R)-1-methylpyrrolidin-2-yl)methoxy)-3,4,5,8’-tetrahydro-1H,6’H-spiro[naphthalene-2,7’-quinazoline]

(E)-4-(dimethylamino)-1-((R)-4-((R)-5-fluoro-2’-(((S)-1-methylpyrrolidin-2-yl)methoxy)-3,4,5’,8’-tetrahydro-1H,6’H-spiro[naphthalene-2,7’-quinazolin]-4’-yl)-2-(methoxymethyl)piperazin-1-yl)but-2-en-1-one

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In acetonitrile for 0.25h;92%
98548-81-3

trans-4-dimethylaminocrotonic acid hydrochloride

2-((S)-4-((S)-5-fluoro-2’-(((S)-1-methylpyrrolidin-2-yl)methoxy)-3,4,5’,8’-tetrahydro-1H,6’H-spiro[naphthalene-2,7’-quinazolin]-4’-yl)piperazin-2-yl)acetonitrile

2-((S)-1-((E)-4-(dimethylamino)but-2-enoyl)-4((S)-5-fluoro-2’-(((S)-1-methylpyrrolidin-2-yl)methoxy)-3,4,5’,8’-tetrahydro-1H,6’H-spiro[naphthalene-2,7’-quinazolin]-4’-yl)piperazin-2-yl)acetonitrile

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 16h;78%
98548-81-3

trans-4-dimethylaminocrotonic acid hydrochloride

64-04-0

phenethylamine

4-(dimethylamino)-N-phenethylbut-2-enamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at -20 - 20℃; Inert atmosphere;73%
98548-81-3

trans-4-dimethylaminocrotonic acid hydrochloride

1144561-28-3

N-(6-amino-pyridin-2-yl)-N'-(3-chloro-4-fluorophenyl)-pyrimidine-4,6-diamine

1144561-29-4

(E)-N-[6-(3-chloro-4-fluorophenylamino)pyrimidin-4-ylaminopyridin-2-yl]-4-(dimethylamino)but-2-enamide

Conditions
ConditionsYield
Stage #1: trans-4-dimethylaminocrotonic acid hydrochloride With oxalyl dichloride; N,N-dimethyl-formamide In tetrahydrofuran at 0 - 20℃; for 2.5h;
Stage #2: N-(6-amino-pyridin-2-yl)-N'-(3-chloro-4-fluorophenyl)-pyrimidine-4,6-diamine In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 0 - 20℃; for 2h;
69%
98548-81-3

trans-4-dimethylaminocrotonic acid hydrochloride

4-{[6-(amino)quinolin-4-yl]oxy}-N-(pyridin-2-yl)benzamide

4-[6-{[(2E)-4-dimethylaminobut-2-enoyl]amino}quinolin-4-yl]oxy-N-(pyridin-2-yl)benzamide

Conditions
ConditionsYield
With pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 0℃; for 3h;61%
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    (E)-4-(diMethylaMino)but-2-enoic acid

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