Hydrochloric Acid → Biphenyl-2-ylcarbamic Acid

HRID 1786802노트

반응식

HRID 1786802 반응식
[C:1]1([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8]([O:10]C1CCN(CCC(O)=O)CC1)=[O:9].NCCCCCN(CC1C=CC=CC=1)C[C@@H](C1C=CC(OCC2C=CC=CC=2)=C2C=1C=CC(=O)N2)O[Si](C(C)(C)C)(C)C.C(N(C(C)C)CC)(C)C.C1CN([P+](ON2N=NC3C=CC=CC2=3)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F.Cl>O.CN(C)C=O>[C:1]1([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8](=[O:9])[OH:10]

참가 물질

8

반응물 5

HCID 313Hydrochloric AcidHCID 81531DiisopropylethylamineHCID 2724699PyBOPHCID 218806073-[4-(Biphenyl-2-ylcarbamoyloxy)piperidin-1-yl]propionic AcidHCID 669680545-[(R)-2-[(5-Aminopentyl)benzylamino]-1-(tert-butyldimethylsilanyloxy) ethyl]-8-benzyloxy-1H-quinolin-2-one

생성물 1

HCID 607059Biphenyl-2-ylcarbamic Acid수율 408%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

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온도
60 °C

실험 절차

A mixture of the product of step (e) (3.68 g, 10 mmol) and N,N-dimethylformamide (50 mL) was heated at 60° C. until the solid completely dissolved and then cooled to room temperature. The product of step (d) (6 g, 10 mmol) and diisopropylethylamine (3.5 mL) was added and the reaction mixture was cooled to 0° C. PyBOP (6.25 g, 12 mmol) was added in one portion and the reaction mixture was stirred at 0° C. to room temperature for 2 hours. The reaction mixture was then poured into cold water (500 mL) with stirring and the pH of the resulting mixture was adjusted to about 2 using aqueous 1 M hydrochloric acid. This mixture was stirred for 15 min and then filtered to collect the solid, which was washed with water (100 mL) and dried to afford the title compound (8.7 g, HPLC purity >95%) as an off-white solid.

후처리

  1. dissolutioncompletely dissolved
  2. temperaturecooled to room temperature
  3. temperaturethe reaction mixture was cooled to 0° C
  4. stirringwith stirring
  5. stirringThis mixture was stirred for 15 min
  6. filtrationfiltered
  7. customto collect the solid, which
  8. washwas washed with water (100 mL)
  9. customdried

출처 및 근거

ORD 기록
ord-9c76de6b15aa48ca98ce587051bf7c2c
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07507751B2

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