Formic Acid → N-[[5-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-5,8-diazaspiro[2.5]octan-8-yl]sulfonyl]formamide

HRID 589983노트

반응식

HRID 589983 반응식
[CH:1]([OH:3])=O.N1(C(N2C=CN=C2)=O)C=CN=C1.C(OC([N:23]1[C:27]2[N:28]=[CH:29][N:30]=[C:31]([N:32]3[CH2:39][C:36]4([CH2:38][CH2:37]4)[N:35]([S:40](=[O:43])(=[O:42])[NH2:41])[CH2:34][CH2:33]3)[C:26]=2[CH:25]=[CH:24]1)=O)(C)(C)C.C1CCN2C(=NCCC2)CC1>C1COCC1>[N:28]1[C:27]2[NH:23][CH:24]=[CH:25][C:26]=2[C:31]([N:32]2[CH2:33][CH2:34][N:35]([S:40]([NH:41][CH:1]=[O:3])(=[O:43])=[O:42])[C:36]3([CH2:38][CH2:37]3)[CH2:39]2)=[N:30][CH:29]=1

참가 물질

6

반응물 4

HCID 284Formic AcidHCID 682631,1'-CarbonyldiimidazoleHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 682960294-(4-Sulfamoyl-4,7-diaza-spiro[2.5]oct-7-yl)-pyrrolo[2,3-d]pyrimidine-7-carboxylic acid tert-butyl ester2회

생성물 1

HCID 68295982N-[[5-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-5,8-diazaspiro[2.5]octan-8-yl]sulfonyl]formamide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
50 °C

실험 절차

Formic acid (0.24 mmol) was dissolved in dry THF (0.5 mL), added di(imidazol-1-yl)methanone (0.29 mmol) and then stirred at 50° C. for 30 min. before being cooled to rt and added 4-(4-Sulfamoyl-4,7-diaza-spiro[2.5]oct-7-yl)-pyrrolo[2,3-d]pyrimidine-7-carboxylic acid tert-butyl ester (Intermediate 2) (0.24 mmol) and DBU (0.29 mmol). The reaction mixture was stirred at rt for 16 h. The pure compounds were obtained by standard preparative HPLC purification of the reaction mixture.

후처리

  1. temperaturebefore being cooled to rt
  2. stirringThe reaction mixture was stirred at rt for 16 h
  3. customThe pure compounds were obtained by standard preparative HPLC purification of the reaction mixture

출처 및 근거

ORD 기록
ord-a9a176899a204ca3955e49f5b575f145
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09233964B2

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