Diisopropylethylamine → HCID 59536417, compound

HRID 445355Notes

Reaction equation

HRID 445355 reaction equation
[F:1][C:2]([F:20])([F:19])[C:3]1[CH:8]=[CH:7][C:6]([C@@H: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.C(N(C(C)C)C(C)C)C.[N:30]([CH:33]1[CH2:37][CH2:36][CH2:35][CH2:34]1)=[C:31]=[O:32]>C(Cl)Cl>[CH:33]1([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)[C@H: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])[CH2:37][CH2:36][CH2:35][CH2:34]1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 643500Cyclopentyl IsocyanateHCID 28293305(R)-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline

Product 1

HCID 59536417HCID 59536417, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of (R)-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline (0.100 g, 0.361 mmol), N-ethyl-N-isopropylpropan-2-amine (0.0754 mL, 0.433 mmol), and isocyanatocyclopentane (0.0421 g, 0.379 mmol) in DCM (4 mL) was stirred at RT for 24 h. The mixture was concentrated and purified by ISCO (20% EtOAc/hexanes) to give the white solid. MS (ESI, positive ion) m/z: 389 (M+1).

Workup

  1. concentrationThe mixture was concentrated
  2. custompurified by ISCO (20% EtOAc/hexanes)
  3. customto give the white solid

Sources & evidence

ORD record
ord-b7d39dd876094f36924066e4428ff45f
Source dataset
uspto-grants-2013_07
Patent number
US08476297B2

Reaction notes

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