4-Methylmorpholine → [(Z)-[amino-[5-chloro-1-(4-methylphenyl)sulfonyl-2-(1-methylpyrazol-4-yl)pyrrolo[2,3-b]pyridin-4-yl]methylidene]amino] 1-hydroxycyclobutane-1-carboxylate

HRID 2362739노트

반응식

HRID 2362739 반응식
[Cl:1][C:2]1[CH:7]=[N:6][C:5]2[N:8]([S:17]([C:20]3[CH:26]=[CH:25][C:23]([CH3:24])=[CH:22][CH:21]=3)(=[O:19])=[O:18])[C:9]([C:11]3[CH:12]=[N:13][N:14]([CH3:16])[CH:15]=3)=[CH:10][C:4]=2[C:3]=1/[C:27](=[N:29]/[OH:30])/[NH2:28].[OH:31][C:32]1([C:36](O)=[O:37])[CH2:35][CH2:34][CH2:33]1.O.ON1C2C=CC=CC=2N=N1.CN1CCOCC1.Cl.CN(C)CCCN=C=NCC>CN(C)C=O.C(OCC)(=O)C>[Cl:1][C:2]1[CH:7]=[N:6][C:5]2[N:8]([S:17]([C:20]3[CH:21]=[CH:22][C:23]([CH3:24])=[CH:25][CH:26]=3)(=[O:19])=[O:18])[C:9]([C:11]3[CH:12]=[N:13][N:14]([CH3:16])[CH:15]=3)=[CH:10][C:4]=2[C:3]=1/[C:27](=[N:29]/[O:30][C:36]([C:32]1([OH:31])[CH2:35][CH2:34][CH2:33]1)=[O:37])/[NH2:28]

참가 물질

8

반응물 5

HCID 79724-MethylmorpholineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 109534701-Hydroxycyclobutanecarboxylic acidHCID 1363794975-chloro-N'-hydroxy-1-(4-methylphenyl)sulfonyl-2-(1-methylpyrazol-4-yl)pyrrolo[2,3-b]pyridine-4-carboximidamide

생성물 1

HCID 87233275[(Z)-[amino-[5-chloro-1-(4-methylphenyl)sulfonyl-2-(1-methylpyrazol-4-yl)pyrrolo[2,3-b]pyridin-4-yl]methylidene]amino] 1-hydroxycyclobutane-1-carboxylate

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

A solution of (Z)-5-chloro-N′-hydroxy-2-(1-methyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine-4-carboximidamide (Example 138B) (44 mg, 0.099 mmol), 1-hydroxycyclobutanecarboxylic acid (12.63 mg, 0.109 mmol), 1-hydroxybenzotriazole hydrate (7.57 mg, 0.049 mmol), and 4-methylmorpholine (0.038 mL, 0.346 mmol) in anhydrous dimethylformamide (1 mL) was treated with N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (28.4 mg, 0.148 mmol). The reaction was stirred for 3 hours at ambient temperature. The reaction was diluted with ethyl acetate and washed with water and brine. The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated to provide the title compound. MS ESI(+) m/z 542.9 [M+H]+.

후처리

  1. washwashed with water and brine
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-17df7cbb8c264c6bb57ca48254ee4519
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08691810B2

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