Oxalic Acid → HCID 21268306, 화합물

HRID 1599609노트

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HRID 1599609 반응식
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

참가 물질

10

반응물 6

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

생성물 1

HCID 21268306HCID 21268306, 화합물

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 887Methanol용매2회HCID 8857Ethyl Acetate용매2회

실험 절차

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).

후처리

  1. customoverall yield as a white foam

출처 및 근거

ORD 기록
ord-a98a54a2fd7544659d9eb9c552f184b2
출처 데이터셋
uspto-grants-1998_04
특허 번호
US05741789

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