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Triethylamine → ethyl 4-((1R,3S)-3-(tert-butoxycarbonylamino)-2,2,3-trimethylcyclopentylamino)-3-carbamoylpyrrolo[1,2-b]pyridazine-6-carboxylate

HRID 1408983
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HRID 1408983 반응식
[NH2:1][C@@:2]1([CH3:27])[CH2:6][CH2:5][C@@H:4]([NH:7][C:8]2[C:9]3[N:10]([CH:17]=[C:18]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH:19]=3)[N:11]=[CH:12][C:13]=2[C:14](=[O:16])[NH2:15])[C:3]1([CH3:26])[CH3:25].CCN(CC)CC.[O:35](C(OC(C)(C)C)=O)[C:36]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=O>C1COCC1>[C:39]([O:38][C:36]([NH:1][C@@:2]1([CH3:27])[CH2:6][CH2:5][C@@H:4]([NH:7][C:8]2[C:9]3[N:10]([CH:17]=[C:18]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH:19]=3)[N:11]=[CH:12][C:13]=2[C:14](=[O:16])[NH2:15])[C:3]1([CH3:26])[CH3:25])=[O:35])([CH3:42])([CH3:41])[CH3:40]
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 90495Di-tert-butyl dicarbonateHCID 68358616ethyl 4-((1R,3S)-3-amino-2,2,3-trimethylcyclopentylamino)-3-carbamoylpyrrolo[1,2-b]pyridazine-6-carboxylate

생성물 1

HCID 86707717ethyl 4-((1R,3S)-3-(tert-butoxycarbonylamino)-2,2,3-trimethylcyclopentylamino)-3-carbamoylpyrrolo[1,2-b]pyridazine-6-carboxylate

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

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온도
70 °C

실험 절차

A solution of ethyl 4-((1R,3S)-3-amino-2,2,3-trimethylcyclopentylamino)-3-carbamoylpyrrolo[1,2-b]pyridazine-6-carboxylate (8.37 g, 22.42 mmol) and Et3N (6.25 mL, 44.8 mmol) in THF (100 mL) was added BOC2O (10.41 mL, 44.8 mmol), and then the reaction mixture was heated to 70° C. for 16 hrs. The reaction mixture was concentrated to afford ethyl 4-((1R,3S)-3-(tert-butoxycarbonylamino)-2,2,3-trimethylcyclopentylamino)-3-carbamoylpyrrolo[1,2-b]pyridazine-6-carboxylate. LC/MS (M+H)+=474.3.

후처리

  1. concentrationThe reaction mixture was concentrated

출처 및 근거

ORD 기록
ord-1d24bdd3cc0b4e1a8ece7aa21d36be4f
출처 데이터셋
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08921368B2

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