1,4-Benzodioxan-6-ylamine → N4-(4-carboxycyclohexyl)-N2-(3,4-ethylenedioxyphenyl)-5-fluoro-2,4-pyrimidinediamine

HRID 71435

反応式

HRID 71435 の反応式
[CH2:1]1[CH2:10][O:9][C:8]2[CH:7]=[CH:6][C:5]([NH:11]C3C(F)=CN=C(NC4C=CC=C(O)C=4)N=3)=[CH:4][C:3]=2[O:2]1.[C:27]([CH:30]1[CH2:35][CH2:34][CH:33]([NH:36][C:37]2[C:42]([F:43])=[CH:41][N:40]=[C:39](Cl)[N:38]=2)[CH2:32][CH2:31]1)([OH:29])=[O:28].C1COC2C=CC(N)=CC=2O1>>[C:27]([CH:30]1[CH2:35][CH2:34][CH:33]([NH:36][C:37]2[C:42]([F:43])=[CH:41][N:40]=[C:39]([NH:11][C:5]3[CH:6]=[CH:7][C:8]4[O:9][CH2:10][CH2:1][O:2][C:3]=4[CH:4]=3)[N:38]=2)[CH2:32][CH2:31]1)([OH:29])=[O:28]

参加物

4

反応物 3

HCID 891481,4-Benzodioxan-6-ylamineHCID 22060334N4-(3,4-ethylenedioxyphenyl)-5-fluoro-N2-(3-hydroxyphenyl)-2,4-primidinediamineHCID 22061179N4-(4-carboxycyclohexyl)-2-chloro-5-fluoro-4-pyrimidineamine

生成物 1

HCID 15603404N4-(4-carboxycyclohexyl)-N2-(3,4-ethylenedioxyphenyl)-5-fluoro-2,4-pyrimidinediamine

実験手順

In a manner similar to the preparation of N4-(3,4-ethylenedioxyphenyl)-5-fluoro-N2-(3-hydroxyphenyl)-2,4-pyrimidinediamine, N4-(4-carboxycyclohexyl)-2-chloro-5-fluoro-4-pyrimidineamine and 3,4-ethylenedioxyaniline were reacted to yield N4-(4-carboxycyclohexyl)-N2-(3,4-ethylenedioxyphenyl)-5-fluoro-2,4-pyrimidinediamine. 1H NMR (CD3OD): δ 7.62 (d, 1H, J=4.2 Hz), 7.31 (d, 1H, J=2.4 Hz), 6.84 (dd, 1H, J=2.4 and 8.7 Hz), 6.70 (d, 1H, J=8.7 Hz), 4.23-4.18 (m, 4H), 3.99-4.08 (m, 1H), 2.59 (t, 1H, J=3.9 Hz), 2.16-2.09 (m, 2H), 1.91-1.84 (m, 2H), 1.78-1.57 (m, 4H); 19F NMR (CD3OD): −48152; LCMS: ret. time: 19.31 min.; purity: 96%; MS (m/e): 389 (MH+).

後処理

  1. customwere reacted

出典と根拠

ORDレコード
ord-ab007219a15e4912a48251754df52a3e
出典データセット
uspto-grants-2014_09
特許番号
US08822685B2

関連ノート

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