Ammonia → 8-Carbamyl-5-(3-(7-chloroquinolin-2-ylmethylthio)phenyl)-4,6-dithiaoctanoic acid

HRID 22593

반응식

HRID 22593 반응식
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([CH2:12][S:13][C:14]3[CH:15]=[C:16]([CH:20]([S:27][CH2:28][CH2:29][C:30]([OH:32])=O)[S:21][CH2:22][CH2:23][C:24]([OH:26])=[O:25])[CH:17]=[CH:18][CH:19]=3)=[N:9]2)=[CH:4][CH:3]=1.[I-].ClC1C=CC=C[N+:36]=1C.C(N(CC)CC)C.N>ClCCl.C(#N)C.CCOCC>[C:30]([CH2:29][CH2:28][S:27][CH:20]([C:16]1[CH:17]=[CH:18][CH:19]=[C:14]([S:13][CH2:12][C:8]2[CH:7]=[CH:6][C:5]3[C:10](=[CH:11][C:2]([Cl:1])=[CH:3][CH:4]=3)[N:9]=2)[CH:15]=1)[S:21][CH2:22][CH2:23][C:24]([OH:26])=[O:25])(=[O:32])[NH2:36]

참가 물질

8

반응물 4

HCID 222AmmoniaHCID 8471TriethylamineHCID 1670692-Chloro-1-methylpyridinium iodideHCID 104139205-(3-(7-Chloroquinolin-2-ylmethylthio)phenyl)-4,6-dithianonanedioic acid

생성물 1

HCID 199305208-Carbamyl-5-(3-(7-chloroquinolin-2-ylmethylthio)phenyl)-4,6-dithiaoctanoic acid

시약·촉매·용매 3

HCID 3283Diethyl Ether용매HCID 6342Acetonitrile용매HCID 6344Dichloromethane용매

실험 절차

To 500 mg of diacid (Example 20, Step 4) in dichloromethane (39 mL) and acetonitrile (9.9 mL) at 0° C. was added 2-chloro-1-methylpyridinium iodide (315 mg). After 15 min triethylamine (170 μL) and 10 mL of a saturated solution of ammonia in ether were added. The solution was stirred 1 hr at room temperature then it was washed with acidified 25% ammonium acetate, extracted with ethyl acetate, dried over sodium sulfate, filtered and evaporated to dryness. Purification by chromatography afforded the title compound.

후처리

  1. washit was washed
  2. extractionextracted with ethyl acetate
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. customevaporated to dryness
  6. customPurification by chromatography

출처 및 근거

ORD 기록
ord-32fdaef34b434ee89b0bff3ed1e90296
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05428171

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