HCID 18615105, compound → HCID 18615136, compound

HRID 1265202Notes

Reaction equation

HRID 1265202 reaction equation
Cl.[CH:2]1[C:14]2[NH:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6]=2[CH:5]=[CH:4][C:3]=1[O:15][CH2:16][CH2:17][NH:18][CH2:19][CH:20]([C:22]1[CH:23]=[CH:24][C:25]([O:31][CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[C:26]([NH:28][CH:29]=O)[CH:27]=1)[OH:21].[H-].[Al+3].[Li+].[H-].[H-].[H-].CO.C(Cl)(Cl)Cl>O1CCCC1>[CH:2]1[C:14]2[NH:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6]=2[CH:5]=[CH:4][C:3]=1[O:15][CH2:16][CH2:17][NH:18][CH2:19][CH:20]([C:22]1[CH:23]=[CH:24][C:25]([O:31][CH2:32][C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=2)=[C:26]([NH:28][CH3:29])[CH:27]=1)[OH:21]

Participants

5

Reactant 3

HCID 18615105HCID 18615105, compoundHCID 21226445Aluminium lithium hydrideHCID 21584188Chloroform methanol

Product 1

HCID 18615136HCID 18615136, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

According to the method reported by Carl Kaiser et al in J. Med. Chem., 17, 49-57 (1974), a solution of 500 mg of the compound of Example 22 in 1 ml of tetrahydrofuran was added dropwise to a suspension of 50 mg of lithium aluminum hydride in 2 ml of tetrahydrofuran to cause reaction, followed by after-treatment, whereby 381 mg of the above-identified compound were obtained. Rf=0.13 (methanol/chloroform of 1/10).

Workup

  1. customreaction
  2. customwere obtained

Sources & evidence

ORD record
ord-aa55ac5edc29481fb1d662d578e6e6f9
Source dataset
uspto-grants-2003_04
Patent number
US06545053B1

Reaction notes

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