HCID 14365144, compound → HCID 14365147, compound

HRID 704532Notes

Reaction equation

HRID 704532 reaction equation
[CH2:1]([C@@H:10]1[O:12][C@H:11]1[C:13]([OH:15])=[O:14])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[CH2:16]([S:24][C:25]1[N:30]=[CH:29][C:28]([C:31]2[CH:36]=[CH:35][C:34](O)=[CH:33][CH:32]=2)=[CH:27][N:26]=1)[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]>C(Cl)Cl.CN(C)C1C=CN=CC=1>[CH2:1]([C@@H:10]1[O:12][C@H:11]1[C:13]([O:15][C:34]1[CH:33]=[CH:32][C:31]([C:28]2[CH:27]=[N:26][C:25]([S:24][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])=[N:30][CH:29]=2)=[CH:36][CH:35]=1)=[O:14])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]

Participants

5

Reactant 2

HCID 14365144HCID 14365144, compoundHCID 143651454-[2-(Octylsulfanyl)pyrimidin-5-yl]phenol

Product 1

HCID 14365147HCID 14365147, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

A solution of 413 mg (2.0 mmol) of dicyclohexyldicarbodiimide in 10 ml of dry CH2Cl2 is added while stirring at room temperature to 429 mg (2 mmol) of (2R,3S)-3-nonyloxirane-2-carboxylic acid, 633 mg (2 mmol) of 4-(2-n-octylthiopyrimidin-5-yl) phenol and also 20 mg of 4-dimethylaminopyridine. After stirring for 4 hours at room temperature, the reaction solution is evaporated down in vacuo. After chromatographic purification and recrystallization from n-hexane, 120 mg (12%) of colorless crystals are obtained. The substance exhibits the liquid-crystal phase sequence: X 73 SA 93.5 I.

Workup

  1. customthe reaction solution is evaporated down in vacuo
  2. customAfter chromatographic purification and recrystallization from n-hexane, 120 mg (12%) of colorless crystals
  3. customare obtained

Sources & evidence

ORD record
ord-28f274633a334e8e97adeb40378e9357
Source dataset
uspto-grants-1991_01
Patent number
US04988459

Reaction notes

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