Triethylamine → HCID 178515383, 화합물

HRID 1096880노트

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HRID 1096880 반응식
CCN=C=NCCCN(C)C.Cl.[S:13]1[C:17]([C:18]2[CH:26]=[CH:25][C:21]([C:22]([OH:24])=O)=[CH:20][CH:19]=2)=[CH:16][C:15]2[CH:27]=[CH:28][CH:29]=[CH:30][C:14]1=2.Cl.[NH:32]1[C:36]([C:37]2[CH:38]=[C:39]3[C:49](=[CH:50][CH:51]=2)[O:48][C:42]2([CH2:47][CH2:46][NH:45][CH2:44][CH2:43]2)[CH2:41][C:40]3=[O:52])=[N:35][N:34]=[N:33]1.C1C=CC2N(O)N=NC=2C=1.C(N(CC)CC)C>CN1C(=O)CCC1>[S:13]1[C:17]([C:18]2[CH:19]=[CH:20][C:21]([C:22]([N:45]3[CH2:46][CH2:47][C:42]4([CH2:41][C:40](=[O:52])[C:39]5[C:49](=[CH:50][CH:51]=[C:37]([C:36]6[NH:35][N:34]=[N:33][N:32]=6)[CH:38]=5)[O:48]4)[CH2:43][CH2:44]3)=[O:24])=[CH:25][CH:26]=2)=[CH:16][C:15]2[CH:27]=[CH:28][CH:29]=[CH:30][C:14]1=2

참가 물질

7

반응물 5

HCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 41373834-[Benzo(B)thiophen-2-YL]benzoic acidHCID 178479612HCID 178479612, 화합물

생성물 1

HCID 178515383HCID 178515383, 화합물

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

WSC hydrochloride (69.0 mg, 0.36 mmol) was added to a mixture of 4-(benzo[b]thiophen-2-yl)benzoic acid (76.3 mg, 0.300 mmol), 6-(tetrazol-5-yl)spiro[chroman-2,4′-piperidin]-4-one hydrochloride (96.5 mg, 0.300 mmol), HOBT (45.9 mg, 0.300 mmol), triethylamine (0.042 mL, 0.300 mmol) and NMP (1.5 mL), and stirred at room temperature for 20 hours. The reaction mixture was concentrated under reduced pressure, and the residue was purified through high-performance preparative liquid chromatography (0.1% TFA, water/acetonitrile) to obtain the title compound as a pale yellow solid. 1H-NMR (400 MHz, DMSO-d6) δ: 8.44 (1H, d J=2.2 Hz), 8.25 (11, dd, J=8.5, 2.2 z), 8.00 (1H, d, J=8.3 Hz), 7.96 (1H, s), 7.89-7.83 (3H, m), 7.54 (2H, d, J=7.8 Hz), 7.44-7.33 (3H, m), 4.37-4.18 (1H, m), 3.65-3.18 (3H, m), 3.00 (2H, s), 2.13-1.75 (4H, m). MS [M−H]−=520.

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified through high-performance preparative liquid chromatography (0.1% TFA, water/acetonitrile)

출처 및 근거

ORD 기록
ord-689aa801f9224d629b31e5cab91cea33
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08138197B2

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