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Hydrochloric Acid → 5-Amino-pyridine-2-carboxylic acid [3-(4-tert-butylcarbamoyl-piperidin-1-ylmethyl)-phenyl]-amide

HRID 1486753
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HRID 1486753 반응식
C(OC(=O)[NH:7][C:8]1[CH:9]=[N:10][C:11]([C:14](=[O:36])[NH:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([CH2:22][N:23]3[CH2:28][CH2:27][CH:26]([C:29](=[O:35])[NH:30][C:31]([CH3:34])([CH3:33])[CH3:32])[CH2:25][CH2:24]3)[CH:17]=2)=[CH:12][CH:13]=1)(C)(C)C.Cl>O1CCOCC1>[C:31]([NH:30][C:29]([CH:26]1[CH2:25][CH2:24][N:23]([CH2:22][C:18]2[CH:17]=[C:16]([NH:15][C:14]([C:11]3[CH:12]=[CH:13][C:8]([NH2:7])=[CH:9][N:10]=3)=[O:36])[CH:21]=[CH:20][CH:19]=2)[CH2:28][CH2:27]1)=[O:35])([CH3:34])([CH3:32])[CH3:33]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 118521983{6-[3-(4-tert-Butylcarbamoyl-piperidin-1-ylmethyl)-phenylcarbamoyl]-pyridin-3-yl}-carbamic acid tert-butyl ester

생성물 1

HCID 1185218555-Amino-pyridine-2-carboxylic acid [3-(4-tert-butylcarbamoyl-piperidin-1-ylmethyl)-phenyl]-amide

시약·촉매·용매 1

HCID 312751,4-Dioxane용매2회

실험 절차

A solution of {6-[3-(4-tert-butylcarbamoyl-piperidin-1-ylmethyl)-phenylcarbamoyl]-pyridin-3-yl}-carbamic acid tert-butyl ester (1.21 g, 2.37 mmol) in dioxane (15 mL) is cooled to 0° C. and HCl 4M in dioxane (2.4 mL, 9.497 mmol) is added. The RM is stirred at RT for 1 h and then heated at 60° C. overnight. The red mixture is cooled down to RT and filtered. The filtercake is washed with dioxane (15 mL). The red solid residue is partitioned between DCM (15 mL) and aq.sat.NaHCO3 (15 mL). The aqueous phase is extracted twice with DCM (2×20 mL). The combined org phase are dried over MgSO4, filtered and concentrated until dryness. The title compound is obtained as a yellowish foam LC-MS C: tR=0.61 min; [M+H]+=410.4.

후처리

  1. temperatureheated at 60° C. overnight
  2. temperatureThe red mixture is cooled down to RT
  3. filtrationfiltered
  4. washThe filtercake is washed with dioxane (15 mL)
  5. customThe red solid residue is partitioned between DCM (15 mL) and aq.sat
  6. extractionThe aqueous phase is extracted twice with DCM (2×20 mL)
  7. dry with materialThe combined org phase are dried over MgSO4
  8. filtrationfiltered
  9. concentrationconcentrated until dryness

출처 및 근거

ORD 기록
ord-d0d1b82dafc346fdb8e51ee954bbe6f7
출처 데이터셋
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09428456B2

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