Triethylamine → (5-Ethylthiophen-3-yl)(9-(3-(2-hydroxyethyl)benzyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone

HRID 471197노트

반응식

HRID 471197 반응식
CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[CH2:25]([C:27]1[S:31][CH:30]=[C:29]([C:32]([OH:34])=O)[CH:28]=1)[CH3:26].[O:35]1[C:40]2([CH2:45][CH2:44][N:43]([CH2:46][C:47]3[CH:48]=[C:49]([CH2:53][CH2:54][OH:55])[CH:50]=[CH:51][CH:52]=3)[CH2:42][CH2:41]2)[CH2:39][NH:38][CH2:37][CH2:36]1.C(N(CC)CC)C>CN(C=O)C.C(OCC)(=O)C>[CH2:25]([C:27]1[S:31][CH:30]=[C:29]([C:32]([N:38]2[CH2:39][C:40]3([CH2:41][CH2:42][N:43]([CH2:46][C:47]4[CH:52]=[CH:51][CH:50]=[C:49]([CH2:53][CH2:54][OH:55])[CH:48]=4)[CH2:44][CH2:45]3)[O:35][CH2:36][CH2:37]2)=[O:34])[CH:28]=1)[CH3:26]

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 35615485-Ethylthiophene-3-carboxylic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 579893852-(3-(1-Oxa-4,9-diazaspiro[5.5]undecan-9-ylmethyl)phenyl)ethanol

생성물 1

HCID 57989056(5-Ethylthiophen-3-yl)(9-(3-(2-hydroxyethyl)benzyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

HATU (0.209 g) was added to a stirred solution of 5-ethylthiophene-3-carboxylic acid (0.086 g), 2-(3-(1-oxa-4,9-diazaspiro[5.5]undecan-9-ylmethyl)phenyl)ethanol (example 82, step a) (0.160 g), and triethylamine (0.3 mL) in DMF (2 mL). After 1 h, the reaction mixture was diluted with ethyl acetate (25 mL) and washed with brine (2×25 mL). The ethyl acetate layer was evaporated in vacuo. Purification by silica gel chromatography eluting with 10:1, ethyl acetate:triethylamine gave the subtitled compound as a gum. Yield 0.18 g.

후처리

  1. washwashed with brine (2×25 mL)
  2. customThe ethyl acetate layer was evaporated in vacuo
  3. customPurification by silica gel chromatography
  4. washeluting with 10:1, ethyl acetate

출처 및 근거

ORD 기록
ord-19581713da8040d09f60122e0e33abb3
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08629271B2

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