1-Butanol → HCID 66936057, compound

HRID 1028210Notes

Reaction equation

HRID 1028210 reaction equation
C(O)CCC.[NH2:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[CH2:13][N:12](C(OC(C)(C)C)=O)[CH2:11][CH2:10]2.[Cl:24][C:25]1[O:26][C:27]2[CH:33]=[CH:32][CH:31]=[CH:30][C:28]=2[N:29]=1>C(OCC)(=O)C>[ClH:24].[O:26]1[C:27]2[CH:33]=[CH:32][CH:31]=[CH:30][C:28]=2[N:29]=[C:25]1[NH:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[CH2:13][NH:12][CH2:11][CH2:10]2

Participants

5

Reactant 3

HCID 2631-ButanolHCID 119862-ChlorobenzoxazoleHCID 27563716-Amino-2-N-Boc-1,2,3,4-tetrahydro-isoquinoline

Product 1

HCID 66936057HCID 66936057, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A 1-butanol (10 mL) solution of 6-amino-2N-Boc-1,2,3,4-tetrahydroisoquinoline (1.00 g) and 2-chlorobenzoxazole (0.50 mL) was heated to reflux for 11 hours, then cooled to room temperature, and then diluted with ethyl acetate. The precipitate was collected by filtration, then washed with ethyl acetate, and dried under reduced pressure to obtain the title compound (791 mg, 65%) as a beige solid.

Workup

  1. temperatureto reflux for 11 hours
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with ethyl acetate
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-47cc1d79b68c4b6496deb31d8bbd3d7c
Source dataset
uspto-grants-2014_05
Patent number
US08735425B2

Reaction notes

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