Hydrochloric Acid → HCID 58304305, compound

HRID 2424341Notes

Reaction equation

HRID 2424341 reaction equation
Cl.[NH2:2][C@@:3]([C:15]1([C:18](O)=[O:19])[CH2:17][CH2:16]1)([C:5]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:6]=1[F:14])[CH3:4]>C1COCC1>[NH2:2][C@@:3]([C:15]1([CH2:18][OH:19])[CH2:16][CH2:17]1)([C:5]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:6]=1[F:14])[CH3:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58304311HCID 58304311, compound

Product 1

HCID 58304305HCID 58304305, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Procedure for intermediate Da3 (R1,2=cyclopropyl, R3=Me): A solution of the hydrochloride of 1-[(S)-1-amino-1-(2-fluoro-5-nitro-phenyl)-ethyl]-cyclopropanecarboxylic acid (1.8 g) in THF (10 ml) was cooled to 0° C. and treated with a solution of BH3-THF complex in THF (1M, 22.7 ml) and stirring was continued at 0° C. for 3 h. The reaction mixture was pored into crashed ice/saturated aqueous NaHCO3 (1/1, 200 ml), extracted with ethyl acetate, the organic layer was dried and evaporated to give crude {1-[(S)-1-amino-1-(2-fluoro-5-nitro-phenyl)-ethyl]-cyclopropyl}-methanol as a pale yellow solid. MS (ESI): m/z=255.2 [M+H]+.

Workup

  1. extractionextracted with ethyl acetate
  2. customthe organic layer was dried
  3. customevaporated

Sources & evidence

ORD record
ord-0dfa6077fc674aaa82ded1ec03535455
Source dataset
uspto-grants-2011_06
Patent number
US07964594B1

Reaction notes

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