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

HRID 1689375노트

반응식

HRID 1689375 반응식
CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[S:25]1[CH:29]=[CH:28][C:27]2[CH:30]=[C:31]([C:34]([OH:36])=O)[CH:32]=[CH:33][C:26]1=2.[O:37]1[C:42]2([CH2:47][CH2:46][N:45]([CH2:48][C:49]3[C:50]([F:58])=[C:51]([CH2:55][CH2:56][OH:57])[CH:52]=[CH:53][CH:54]=3)[CH2:44][CH2:43]2)[CH2:41][NH:40][CH2:39][CH2:38]1.C(N(CC)CC)C>CN(C=O)C>[S:25]1[CH:29]=[CH:28][C:27]2[CH:30]=[C:31]([C:34]([N:40]3[CH2:41][C:42]4([CH2:47][CH2:46][N:45]([CH2:48][C:49]5[CH:54]=[CH:53][CH:52]=[C:51]([CH2:55][CH2:56][OH:57])[C:50]=5[F:58])[CH2:44][CH2:43]4)[O:37][CH2:38][CH2:39]3)=[O:36])[CH:32]=[CH:33][C:26]1=2

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 27954441-Benzothiophene-5-carboxylic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 579891872-(3-(1-Oxa-4,9-diazaspiro[5.5]undecan-9-ylmethyl)-2-fluorophenyl)ethanol

생성물 1

HCID 57988983Benzo[b]thiophen-5-yl(9-(2-fluoro-3-(2-hydroxyethyl)benzyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

HATU (0.181 g) was added in one portion to a stirred solution at 0° C. of benzo[b]thiophene-5-carboxylic acid (0.065 g) and 2-(3-(1-oxa-4,9-diazaspiro[5.5]undecan-9-ylmethyl)-2-fluorophenyl)ethanol (example 67, step f) (0.113 g) and triethylamine (0.153 mL) in DMF (5 mL). The reaction mixture was stirred at room temperature for 2 hours. The mixture was partitioned between ethyl acetate and brine, the organic layer was washed twice with brine, dried over sodium sulphate, filtered and the solvent evaporated under reduced pressure to afford the subtitled compound. Yield 0.160 g.

후처리

  1. customThe mixture was partitioned between ethyl acetate and brine
  2. washthe organic layer was washed twice with brine
  3. dry with materialdried over sodium sulphate
  4. filtrationfiltered
  5. customthe solvent evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-646d31bb365f467aaa00012819d2a83a
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08148373B2

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