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Diisopropylethylamine → tert-Butyl 7-[({2-[(2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-4-ylmethyl)amino]pyridin-3-yl}carbonyl)amino]-4,4-dimethyl-3,4-dihydroisoquinoline-2(1H)-carboxylate

HRID 1815209
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HRID 1815209 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:17][C:16]([CH3:19])([CH3:18])[C:15]2[C:10](=[CH:11][C:12]([NH:20][C:21]([C:23]3[C:24](F)=[N:25][CH:26]=[CH:27][CH:28]=3)=[O:22])=[CH:13][CH:14]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl.[NH:31]1[C:35]2=[N:36][CH:37]=[CH:38][C:39]([CH2:40][NH2:41])=[C:34]2[CH2:33][CH2:32]1.CCN(C(C)C)C(C)C>>[C:1]([O:5][C:6]([N:8]1[CH2:17][C:16]([CH3:19])([CH3:18])[C:15]2[C:10](=[CH:11][C:12]([NH:20][C:21]([C:23]3[C:24]([NH:41][CH2:40][C:39]4[CH:38]=[CH:37][N:36]=[C:35]5[NH:31][CH2:32][CH2:33][C:34]=45)=[N:25][CH:26]=[CH:27][CH:28]=3)=[O:22])=[CH:13][CH:14]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 81531DiisopropylethylamineHCID 219595167-[(2-fluoro-pyridine-3-carbonyl)-amino]-4,4-dimethyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl esterHCID 68529805C-(2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-4-yl)-methylamine HCl salt

생성물 1

HCID 20773481tert-Butyl 7-[({2-[(2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-4-ylmethyl)amino]pyridin-3-yl}carbonyl)amino]-4,4-dimethyl-3,4-dihydroisoquinoline-2(1H)-carboxylate

실험 절차

A mixture of 7-[(2-fluoro-pyridine-3-carbonyl)-amino]-4,4-dimethyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (0.187 g), C-(2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-4-yl)-methylamine HCl salt (0.098 g, step B), DIEA (1.0 mL) and IpOH (1.5 mL) was subjected to a Microwave condition (170° C., 1000 s). Solvent was removed and the residue was purified by chromatography through silica gel (70 g, 1-4% MeOH/CH2Cl2 with 1% NH4OH, stepwise gradient) to afford 7-({2-[(2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-4-ylmethyl)-amino]-pyridine-3-carbonyl}-amino)-4,4-dimethyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester as cream color solid. MS: (ES+) 529 (M+H). Calc'd. for C30H36N6O3—528.65.

후처리

  1. customwas subjected to a Microwave condition (170° C., 1000 s)
  2. customSolvent was removed
  3. customthe residue was purified by chromatography through silica gel (70 g, 1-4% MeOH/CH2Cl2 with 1% NH4OH, stepwise gradient)

출처 및 근거

ORD 기록
ord-56842c3d8ad34c1ab12e9c6f73c8fc3e
출처 데이터셋
uspto-grants-2005_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06878714B2

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