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Triethylamine → HCID 73214618, 화합물

HRID 2200892
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HRID 2200892 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:26]=[CH:27][C:28]=1[O:29][CH3:30])[CH2:5][NH:6][C:7]1[C:12]([C:13]([NH:15][CH2:16][C:17]2[N:22]=[CH:21][CH:20]=[CH:19][N:18]=2)=[O:14])=[CH:11][N:10]=[C:9](S(C)=O)[N:8]=1.C[N:32]1[CH2:35][C:34]2([CH2:40][CH2:39][NH:38][CH2:37][CH2:36]2)[CH2:33]1.[CH3:41]N(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)CC)C>C1COCC1.C(Cl)Cl.O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:26]=[CH:27][C:28]=1[O:29][CH3:30])[CH2:5][NH:6][C:7]1[C:12]([C:13]([NH:15][CH2:16][C:17]2[N:22]=[CH:21][CH:20]=[CH:19][N:18]=2)=[O:14])=[CH:11][N:10]=[C:9]([N:32]2[CH2:33][C:34]3([CH2:36][CH2:37][N:38]([CH3:41])[CH2:39][CH2:40]3)[CH2:35]2)[N:8]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 8471TriethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 580429832-Methyl-2,7-diazaspiro[3.5]nonaneHCID 86342163Avanafil Impurity K

생성물 1

HCID 73214618HCID 73214618, 화합물수율 9%

시약·촉매·용매 3

HCID 962Water용매
HCID 6344Dichloromethane용매
HCID 8028Tetrahydrofuran용매

실험 절차

In THF (10 mL) were dissolved 4-((3-chloro-4-methoxybenzyl)amino)-2-(methyl sulfinyl)-N-(pyrimidin-2-ylmethyl)pyrimidine-5-formamide (152 mg, 0.34 mmol), 2-methyl-2,7-diazaspiro[3.5]nonane (70 mg, 0.50 mmol) and HATU (383 mg, 1 mmol). Triethylamine (68 mg, 0.67 mmol) was added dropwisely. The reaction was conducted at ambient temperature for 4 h, followed by addition of water (50 mL) and extraction with DCM. The organic phase was dried over sodium sulfate and purified by silica gel column chromatography (DCM/methanol=20/1) to give 4-((3-chloro-4-methoxybenzyl)amino)-2-(7-methyl-2,7-diazaspiro[3.5]nonan-2-yl)-N-(pyrimidin-2-ylmethyl)pyrimidine-5-formamide as a white solid (16 mg, 9% yield).

후처리

  1. dry with materialThe organic phase was dried over sodium sulfate
  2. custompurified by silica gel column chromatography (DCM/methanol=20/1)

출처 및 근거

ORD 기록
ord-be5470dad8044dafbcf7f43432201680
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09359371B2

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