Triethylamine → n-Butyl(S)-3-[(6-oxo-1,6-dihydro-pyridazine-4-carbonyl)-amino]-tetrahydrofuran-3-carboxylate

HRID 1428204노트

반응식

HRID 1428204 반응식
[O:1]=[C:2]1[NH:7][N:6]=[CH:5][C:4]([C:8]([OH:10])=O)=[CH:3]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(N(CC)CC)C.[NH2:40][C@@:41]1([C:46]([O:48][CH2:49][CH2:50][CH2:51][CH3:52])=[O:47])[CH2:45][CH2:44][O:43][CH2:42]1>C1COCC1.CN(C=O)C>[O:1]=[C:2]1[NH:7][N:6]=[CH:5][C:4]([C:8]([NH:40][C@@:41]2([C:46]([O:48][CH2:49][CH2:50][CH2:51][CH3:52])=[O:47])[CH2:45][CH2:44][O:43][CH2:42]2)=[O:10])=[CH:3]1

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 123762656-Oxo-1,6-dihydropyridazine-4-carboxylic acidHCID 59621155Butyl (S)-3-aminotetrahydrofuran-3-carboxylate

생성물 1

HCID 68023757n-Butyl(S)-3-[(6-oxo-1,6-dihydro-pyridazine-4-carbonyl)-amino]-tetrahydrofuran-3-carboxylate

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 6-oxo-1,6-dihydro-pyridazine-4-carboxylic acid (10.5 g, 74.9 mmol), TBTU (25.3 g, 78.7 mmol), triethylamine (20.9 mL) and 40 mL DMF in 200 mL THF was stirred for 30 minutes at ambient temperature. Then n-butyl(S)-3-amino-tetrahydrofuran-3-carboxylate (14.0 g, 74.9 mmol) was added and the mixture was stirred further overnight. For working up the mixture was evaporated to dryness in vacuo and the residue was stirred with 200 mL ethyl acetate. This solution was washed twice with 5% sodium hydrogen carbonate solution, then dried and evaporated down.

후처리

  1. customwas evaporated to dryness in vacuo
  2. stirringthe residue was stirred with 200 mL ethyl acetate
  3. washThis solution was washed twice with 5% sodium hydrogen carbonate solution
  4. customdried
  5. customevaporated down

출처 및 근거

ORD 기록
ord-414d2fa178884a57982aed4d3d76b8ca
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08937073B2

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