Oxalic Acid → HCID 21268306、化合物

HRID 1900997ノート

反応式

HRID 1900997 の反応式
ClCCC[O:5]C1C2C=CNC=2C=CC=1.[CH:15]1([CH2:18][O:19][C:20]2[CH:28]=[CH:27][CH:26]=[C:25]3[C:21]=2[C:22]([CH:29]2[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]2)=[CH:23][NH:24]3)[CH2:17][CH2:16]1.[CH:35]1([CH2:38][O:39][C:40]2[CH:48]=[CH:47][CH:46]=[C:45]3[C:41]=2[CH:42]=[CH:43][NH:44]3)C[CH2:36]1.Cl.O.N1CCC(=O)CC1.[OH-].[K+].[C:60]([OH:65])(=[O:64])[C:61]([OH:63])=[O:62]>[Pd].CO.C(OCC)(=O)C>[OH2:5].[C:60]([OH:65])(=[O:64])[C:61]([OH:63])=[O:62].[NH:44]1[C:45]2[C:41](=[C:40]([O:39][CH2:38][CH2:35][CH2:36][N:32]3[CH2:33][CH2:34][CH:29]([C:22]4[C:21]5[C:25](=[CH:26][CH:27]=[CH:28][C:20]=5[O:19][CH2:18][CH:15]5[CH2:16][CH2:17]5)[NH:24][CH:23]=4)[CH2:30][CH2:31]3)[CH:48]=[CH:47][CH:46]=2)[CH:42]=[CH:43]1

参加物

10

反応物 6

HCID 971Oxalic AcidHCID 14797Potassium HydroxideHCID 2723901PiperonylamineHCID 116941694-(3-chloropropoxy)-1H-indoleHCID 19956046HCID 19956046、化合物HCID 212682944-Cyclopropylmethoxyindole

生成物 1

HCID 21268306HCID 21268306、化合物

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 887Methanol溶媒2 回HCID 8857Ethyl Acetate溶媒2 回

実験手順

The title compound was prepared according to Example 99 from 1-chloro-3-(1H-indole-4-oxy)propane and 4-(4-cyclopropylmethoxy-1H-indol-3-yl)piperidine (which was prepared by condensing 4-cyclopropylmethoxyindole with 4-piperidone monohydrate hydrochloride in refluxing methanol with potassium hydroxide, followed by reduction of the unsaturation with palladium on carbon in methanol). The resulting free base was dissolved in ethyl acetate, and precipitated with one equivalent of oxalic acid in ethyl acetate in 57% overall yield as a white foam . FDMS m/e=443 (M+ of free base).

後処理

  1. customoverall yield as a white foam

出典と根拠

ORDレコード
ord-524dd8339d1d4c3a876eba20a4e4ce9e
出典データセット
uspto-grants-1996_11
特許番号
US05576321

反応ノート

読み込み中…