Diisopropylethylamine → HCID 59536373, compound

HRID 445272Notes

Reaction equation

HRID 445272 reaction equation
[F:1][C:2]([F:20])([F:19])[C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH2:12][CH2:11][NH:10]2)=[CH:5][CH:4]=1.CCN(C(C)C)C(C)C.[N:30]([C:33]1[CH:34]=[N:35][CH:36]=[CH:37][CH:38]=1)=[C:31]=[O:32]>C(Cl)Cl>[N:35]1[CH:36]=[CH:37][CH:38]=[C:33]([NH:30][C:31]([N:10]2[CH2:11][CH2:12][C:13]3[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH:9]2[C:6]2[CH:5]=[CH:4][C:3]([C:2]([F:1])([F:19])[F:20])=[CH:8][CH:7]=2)=[O:32])[CH:34]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 27604933-IsocyanatopyridineHCID 166406961-(4-(Trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline

Product 1

HCID 59536373HCID 59536373, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline (97 mg, 0.350 mmol, example 9 (step 3), DIEA (61 μL, 0.35 mmol), and 3-iso-cyanatopyridine (42 mg, 0.35 mmol) in DCM (1 mL) was stirred at RT for 16 h. A white precipitate was observed. The reaction mixture was then filtered and the solid was dried in vacuo to give the title compound as a white solid. MS (ESI, positive ion) m/z: 398 (M+H).

Workup

  1. filtrationThe reaction mixture was then filtered
  2. customthe solid was dried in vacuo

Sources & evidence

ORD record
ord-bf2ff418df394106a20235c5b764b985
Source dataset
uspto-grants-2013_07
Patent number
US08476297B2

Reaction notes

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