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 2386995ノート

反応式

HRID 2386995 の反応式
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

参加物

3

反応物 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

生成物 1

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

実験手順

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)+.

出典と根拠

ORDレコード
ord-c76ca92b35344846aa290b38c9ccb57e
出典データセット
uspto-grants-2012_09
特許番号
US08268846B2

反応ノート

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