2'-amino-6',7'-dihydro-5'H-spiro[cyclopentane-1,8'-quinazolin]-4'-yl 4-methylbenzenesulfonate → N4'-{2-[(2-aminopyrimidin-4-yl)amino]ethyl}-6',7'-dihydro-5'H-spiro[cyclopentane-1,8'-quinazoline]-2',4'-diamine

HRID 2386995Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2386995
CC1C=CC(S(O[C:12]2[C:21]3[CH2:20][CH2:19][CH2:18][C:17]4([CH2:25][CH2:24][CH2:23][CH2:22]4)[C:16]=3[N:15]=[C:14]([NH2:26])[N:13]=2)(=O)=O)=CC=1.Cl.Cl.[NH2:29][CH2:30][CH2:31][NH:32][C:33]1[CH:38]=[CH:37][N:36]=[C:35]([NH2:39])[N:34]=1>>[NH2:39][C:35]1[N:34]=[C:33]([NH:32][CH2:31][CH2:30][NH:29][C:12]2[C:21]3[CH2:20][CH2:19][CH2:18][C:17]4([CH2:22][CH2:23][CH2:24][CH2:25]4)[C:16]=3[N:15]=[C:14]([NH2:26])[N:13]=2)[CH:38]=[CH:37][N:36]=1

Komponenten

3

Edukt 2

HCID 866343332'-amino-6',7'-dihydro-5'H-spiro[cyclopentane-1,8'-quinazolin]-4'-yl 4-methylbenzenesulfonateHCID 86638141N4-(2-aminoethyl)pyrimidine-2,4-diamine dihydrochloride

Produkt 1

HCID 86638146N4'-{2-[(2-aminopyrimidin-4-yl)amino]ethyl}-6',7'-dihydro-5'H-spiro[cyclopentane-1,8'-quinazoline]-2',4'-diamine

Versuchsvorschrift

The product from Example 10D (61 mg, 0.163 mmol) and the product from Example 1E (44 mg, 0.195 mmol) were treated under the conditions of Example 1F to afford the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.41 (dd, J=11.19, 5.43 Hz, 2H) 1.47-1.57 (m, 2H) 1.57-1.69 (m, 4H) 1.69-1.83 (m, 2H) 1.96-2.09 (m, 2H) 2.16 (t, J=5.93 Hz, 2H) 3.33-3.52 (m, 4H) 5.45 (s, 2H) 5.66-5.77 (m, 1H) 5.84 (s, 2H) 6.20 (s, 1H) 6.89 (s, 1H) 7.61 (d, J=5.09 Hz, 1H); MS (ESI+) m/z 355.0 (M+H)+.

Quellen und Nachweise

ORD-Eintrag
ord-c76ca92b35344846aa290b38c9ccb57e
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08268846B2

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