N-methyl-2-pyrrolidone → Hydrochloric Acid

HRID 2382416

반응식

HRID 2382416 반응식
[NH2:1][C@@H:2]1[CH2:6][CH2:5][N:4]([C:7]2[N:15]=[C:14]3[C:10]([N:11]=[CH:12][N:13]3[C@@H:16]3[CH2:20][C@H:19]([NH:21][C:22](=[O:25])[CH2:23][CH3:24])[C@@H:18]([OH:26])[C@H:17]3[OH:27])=[C:9]([NH:28][CH2:29][CH:30]([C:38]3[CH:43]=[CH:42][C:41]([OH:44])=[CH:40][CH:39]=3)[C:31]3[CH:36]=[CH:35][C:34]([OH:37])=[CH:33][CH:32]=3)[N:8]=2)[CH2:3]1.CN1C(=O)CCC1.[O:52]1[CH2:57][CH2:56][N:55]([C:58]2[CH:66]=[CH:65][C:61]([C:62]([Cl:64])=[O:63])=[CH:60][N:59]=2)[CH2:54][CH2:53]1>C1COCC1>[ClH:64].[ClH:64].[OH:44][C:41]1[CH:42]=[CH:43][C:38]([CH:30]([C:31]2[CH:36]=[CH:35][C:34]([OH:37])=[CH:33][CH:32]=2)[CH2:29][NH:28][C:9]2[N:8]=[C:7]([N:4]3[CH2:5][CH2:6][C@@H:2]([NH:1][C:62](=[O:63])[C:61]4[CH:65]=[CH:66][C:58]([N:55]5[CH2:54][CH2:53][O:52][CH2:57][CH2:56]5)=[N:59][CH:60]=4)[CH2:3]3)[N:15]=[C:14]3[C:10]=2[N:11]=[CH:12][N:13]3[C@@H:16]2[CH2:20][C@H:19]([NH:21][C:22](=[O:25])[CH2:23][CH3:24])[C@@H:18]([OH:26])[C@H:17]2[OH:27])=[CH:39][CH:40]=1

참가 물질

6

반응물 3

HCID 13387N-methyl-2-pyrrolidoneHCID 27764616-Morpholinonicotinoyl ChlorideHCID 66630815N-((1S,2R,3S,4R)-4-{2-((R)-3-Amino-pyrrolidin-1-yl)-6-[2,2-bis-(4-hydroxy-phenyl)-ethylamino]-purin-9-yl}-2,3-dihydroxy-cyclopentyl)-propionamide

생성물 2

HCID 313Hydrochloric AcidHCID 66630618N-{(R)-1-[6-[2,2-Bis-(4-hydroxy-phenyl)-ethylamino]-9-((1R,2S,3R,4S)-2,3-dihydroxy-4-propionylamino-cyclopentyl)-9H-purin-2-yl]-pyrrolidin-3-yl}-6-morpholin-4-yl-nicotinamide hydrochloride

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A suspension of N-((1S,2R,3S,4R)-4-{2-((R)-3-amino-pyrrolidin-1-yl)-6-[2,2-bis-(4-hydroxy-phenyl)-ethylamino]-purin-9-yl}-2,3-dihydroxy-cyclopentyl)-propionamide (20 mg, 33 μmol) in dry THF is treated with NMP (0.5 ml) followed by TEA (13.4 mg, 0.13 mmol) and 6-morpholinonicotinoyl chloride (8.3 mg, 37 μmol). The reaction mixture is stirred at room temperature for 30 minutes and then the solvent is removed in vacuo. Purification by C-18 reverse phase column chromatography eluting with acetonitrile:water:HCl (0.1%) (gradient of 0 to 100% acetonitrile) yields the title compound. (MH+ 793.4)

후처리

  1. customthe solvent is removed in vacuo
  2. customPurification by C-18 reverse phase column chromatography
  3. washeluting with acetonitrile

출처 및 근거

ORD 기록
ord-03735d279b284683a28097a584156cbe
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08258141B2

연결된 노트

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