Diisopropylethylamine → HCID 72976879, compound

HRID 488848Notes

Reaction equation

HRID 488848 reaction equation
[CH:1](N(CC)C(C)C)([CH3:3])[CH3:2].[F:10][C:11]1[CH:16]=[CH:15][C:14]([CH:17]2[CH2:19][CH:18]2[NH:20][C:21]2[C:22]3[N:36]=[N:35][N:34]([CH:37]4[CH2:41][CH:40]([CH2:42][OH:43])[CH:39]([OH:44])[CH:38]4[OH:45])[C:23]=3[N:24]=[C:25]([S:27][CH2:28][CH2:29][C:30](F)(F)F)[N:26]=2)=[CH:13][CH:12]=1>ClCCl>[F:10][C:11]1[CH:12]=[CH:13][C:14]([CH:17]2[CH2:19][CH:18]2[NH:20][C:21]2[C:22]3[N:36]=[N:35][N:34]([CH:37]4[CH:38]5[O:45][C:1]([CH3:3])([CH3:2])[O:44][CH:39]5[CH:40]([CH2:42][OH:43])[CH2:41]4)[C:23]=3[N:24]=[C:25]([S:27][CH2:28][CH2:29][CH3:30])[N:26]=2)=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 81531DiisopropylethylamineHCID 77542560HCID 77542560, compound

Product 1

HCID 72976879HCID 72976879, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

N,N-Diisopropylethylamine (1.29 g) was added to a solution of [3aR-(3aα,4α,6α,6aα)]-6-[7-chloro-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-tetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxole-4-methanol (prepared as described in International Patent Application WO 9703084) (1.0 g) and the product of step d) (0.75 g) in dichloromethane (25 ml). The reaction mixture was stirred at room temperature for 3 hours, then washed with water, dried and evaporated. The residue was purified (SiO2, ethyl acetate:isohexane 1:1 as eluent) to afford the subtitle compound (1.25 g).

Workup

  1. washwashed with water
  2. customdried
  3. customevaporated
  4. customThe residue was purified (SiO2, ethyl acetate:isohexane 1:1 as eluent)

Sources & evidence

ORD record
ord-64eb6edd29934bd7ae1a5e4caa3d8f8a
Source dataset
uspto-grants-2005_12
Patent number
US06974868B2

Reaction notes

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