Sodium borohydride → N-[(2-chloro-5-thiazolyl)methyl]-3-phenyl-2-pyridinamine

HRID 1502588노트

반응식

HRID 1502588 반응식
[Cl:1][C:2]1[S:3][C:4]([CH:7]=[N:8][C:9]2[C:14]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[CH:13][CH:12]=[CH:11][N:10]=2)=[CH:5][N:6]=1.[BH4-].[Na+]>CO>[Cl:1][C:2]1[S:3][C:4]([CH2:7][NH:8][C:9]2[C:14]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[CH:13][CH:12]=[CH:11][N:10]=2)=[CH:5][N:6]=1

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 66973405N-[(2-chloro-5-thiazolyl)methylene]-3-phenyl-2-pyridinamine2회

생성물 1

HCID 66973263N-[(2-chloro-5-thiazolyl)methyl]-3-phenyl-2-pyridinamine

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

N-[(2-chloro-5-thiazolyl)methylene]-3-phenyl-2-pyridinamine (i.e. the product of Step B) was added portionwise to a stirred excess of sodium borohydride (0.379 g, 10.0 mmol) in methanol (8 mL). After addition was complete, the reaction mixture was allowed to stir for 5 min at ambient temperature. The excess reducing agent was quenched by adding glacial acetic acid until gas evolution ceased. Water (20 mL) was added, and the reaction mixture was concentrated to remove methanol. The resulting aqueous phase was extracted twice with ethyl acetate, and the combined organic phases were dried (MgSO4) and concentrated to give the title compound as a yellow solid (0.659 g).

후처리

  1. additionAfter addition
  2. customwas quenched
  3. additionby adding glacial acetic acid until gas evolution
  4. additionWater (20 mL) was added
  5. concentrationthe reaction mixture was concentrated
  6. customto remove methanol
  7. extractionThe resulting aqueous phase was extracted twice with ethyl acetate
  8. dry with materialthe combined organic phases were dried (MgSO4)
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-c024c090eb674f2c8ef62d6dbd116de2
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09210932B2

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