1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 10197057, 화합물

HRID 458438

반응식

HRID 458438 반응식
[F:1][C:2]1[CH:37]=[C:36]([F:38])[CH:35]=[CH:34][C:3]=1[CH2:4][C:5]1[C:6]([NH:27][C:28](=[O:33])[C:29]([F:32])([F:31])[F:30])=[C:7]([C:18]2[CH:26]=[CH:25][C:21]([C:22]([OH:24])=O)=[CH:20][CH:19]=2)[C:8]2[C:15](=[O:16])[N:14]3[C@@H:10]([CH2:11][CH2:12][CH2:13]3)[C:9]=2[N:17]=1.Cl.CN(C)CCCN=C=NCC.O.ON1C2C=CC=CC=2N=N1.[NH2:62][C@H:63]1[C:71]2[C:66](=[CH:67][CH:68]=[CH:69][CH:70]=2)[CH2:65][CH2:64]1>ClCCl>[F:1][C:2]1[CH:37]=[C:36]([F:38])[CH:35]=[CH:34][C:3]=1[CH2:4][C:5]1[C:6]([NH:27][C:28](=[O:33])[C:29]([F:30])([F:32])[F:31])=[C:7]([C:18]2[CH:26]=[CH:25][C:21]([C:22]([NH:62][C@H:63]3[C:71]4[C:66](=[CH:67][CH:68]=[CH:69][CH:70]=4)[CH2:65][CH2:64]3)=[O:24])=[CH:20][CH:19]=2)[C:8]2[C:15](=[O:16])[N:14]3[C@@H:10]([CH2:11][CH2:12][CH2:13]3)[C:9]=2[N:17]=1

참가 물질

6

반응물 4

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2733933(R)-(-)-1-AminoindanHCID 27960291-Hydroxybenzotriazole hydrateHCID 86598168HCID 86598168, 화합물

생성물 1

HCID 10197057HCID 10197057, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To the 2.0 ml dichloromethane solution containing the acid (G, 4-{(9aS)-2-(2,4-difluorobenzyl)-5-oxo-3-[(trifluoroacetyl)amino]-7,8,9,9a-tetrahydro-5H-pyrido[2,3-a]pyrrolizin-4-yl}benzoic acid, 956 mg, 1.8 mmol), 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (691 mg, 3.6 mmol) and 1-hydroxybenzotriazole hydrate, 480 mg (R)-(−)-1-aminoindan (3.6 mmol) was added. The resulting mixture was stirred at room temperature for 3 hours. Diluted with dichloromethane. Washed with water and brine subsequently. Dried with sodium sulfate. Upon the removal of the solvent, the residue was purified with flash chromatography. 320 mg of the title compound as a light yellowish solid was obtained. NMR (400 MHz, CDCl3) δ 7.95 (m, 2H), 7.32 (m, 5H), 6.95 (m, 4 m), 5.62 (m, 1H), 4.59 (m, 1H), 4.15 (m, 1H), 3.55 (s, 2H), 3.15 (m, 1H), 3.06 (m, 1H), 2.90 (m, 1H), 2.58 (m, 1H), 2.32 (m, 2H), 2.02 (m, 1H), 1.25 (m, 1H) ppm. ESI-MS m/z 647 (M+H)+, 645 (M−H)−.

후처리

  1. additionwas added
  2. washWashed with water and brine subsequently
  3. dry with materialDried with sodium sulfate
  4. customUpon the removal of the solvent
  5. customthe residue was purified with flash chromatography

출처 및 근거

ORD 기록
ord-0e756a8032e844ee920778b955b87f2c
출처 데이터셋
uspto-grants-2007_03
특허 번호
US07189851B2

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