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Hydrochloric Acid → Tert-butyl 2,4-dimethoxybenzyl6-amino-1-methyl-1h-imidazo[4,5-c]pyridin-4-ylcarbamate

HRID 220341
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HRID 220341 반응식
[CH3:1][O:2][C:3]1[CH:41]=[C:40]([O:42][CH3:43])[CH:39]=[CH:38][C:4]=1[CH2:5][N:6]([C:14]1[C:19]2[N:20]=[CH:21][N:22]([CH3:23])[C:18]=2[CH:17]=[C:16]([N:24]=C(C2C=CC=CC=2)C2C=CC=CC=2)[N:15]=1)[C:7](=[O:13])[O:8][C:9]([CH3:12])([CH3:11])[CH3:10].Cl>C1COCC1>[NH2:24][C:16]1[N:15]=[C:14]([N:6]([CH2:5][C:4]2[CH:38]=[CH:39][C:40]([O:42][CH3:43])=[CH:41][C:3]=2[O:2][CH3:1])[C:7](=[O:13])[O:8][C:9]([CH3:10])([CH3:11])[CH3:12])[C:19]2[N:20]=[CH:21][N:22]([CH3:23])[C:18]=2[CH:17]=1
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참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 58180611tert-butyl 2,4-dimethoxybenzyl(6-(diphenylmethyleneamino)-1-methyl-1H-imidazo[4,5-c]pyridin-4-yl)carbamate

생성물 1

HCID 58180570Tert-butyl 2,4-dimethoxybenzyl6-amino-1-methyl-1h-imidazo[4,5-c]pyridin-4-ylcarbamate수율 100%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

In a 1000 mL round bottom flask, tert-butyl 2,4-dimethoxybenzyl(6-(diphenylmethyleneamino)-1-methyl-1H-imidazo[4,5-c]pyridin-4-yl)carbamate (example 1C, 9.2 g, 15.93 mmol) was stirred in THF (50 mL). 1 N HCl (33 mL) was added. After 2 min, the reaction was quenched with 1 N NaOH (65 mL) and ethyl acetate (100 mL). The organic layer was separated, dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was dried under vacuum for 1 h and triturated with ether (4×). Isolated tert-butyl 6-amino-1-methyl-1H-imidazo[4,5-c]pyridin-4-yl(2,4-dimethoxybenzyl)carbamate (6.587 g, 15.93 mmol, 100% yield) as a cream solid. Material carried forward with no further purification.

후처리

  1. customthe reaction was quenched with 1 N NaOH (65 mL) and ethyl acetate (100 mL)
  2. customThe organic layer was separated
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe residue was dried under vacuum for 1 h
  7. customtriturated with ether (4×)

출처 및 근거

ORD 기록
ord-9eb6dc8c6b9f4cbd8c3050c4aac9435e
출처 데이터셋
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08202881B2

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