((p-(Benzyloxy)phenoxy)methyl)oxirane → HCID 20237810, compound

HRID 365205Notes

Reaction equation

HRID 365205 reaction equation
C([O:8][C:9]1[CH:32]=[CH:31][C:12]([O:13][CH2:14][CH:15]([OH:30])[CH2:16][NH:17][CH2:18][CH2:19][NH:20][C:21]2[CH:29]=[CH:28][CH:27]=[C:26]3[C:22]=2[CH:23]=[N:24][NH:25]3)=[CH:11][CH:10]=1)C1C=CC=CC=1.C(OC1C=CC(OCC2C=CC=CC=2)=CC=1)C1OC1.NCCNC1C=CC=C2C=1C=NN2>CN(C)C=O>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([O:13][CH2:14][CH:15]([OH:30])[CH2:16][NH:17][CH2:18][CH2:19][NH:20][C:21]2[CH:29]=[CH:28][CH:27]=[C:26]3[C:22]=2[CH:23]=[N:24][NH:25]3)=[CH:31][CH:32]=1

Participants

5

Reactant 3

HCID 119882((p-(Benzyloxy)phenoxy)methyl)oxiraneHCID 12818868HCID 12818868, compoundHCID 20237871HCID 20237871, compound

Product 1

HCID 20237810HCID 20237810, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The 1-(4-benzyloxyphenoxy)-3-[2-(indazol-4-ylamino)-ethylamino]-propan-2-ol used as starting material can be obtained in the following manner: 5.1 g. 4-benzyloxyphenyl glycidyl ether and 7.0 g. 4-(2-aminoethylamino)-indazole are dissolved in 10 ml. dimethylformamide and left to stand for 2 days at ambient temperature. The reaction mixture is then digested by the addition of 20 ml. methanol, filtered off with suction and then washed with methanol. There are obtained 5.0 g. (58% of theory) of the desired product in the form of colorless crystals; m.p. 151°-153° C.

Workup

  1. customcan be obtained in the following manner
  2. additionThe reaction mixture is then digested by the addition of 20 ml
  3. filtrationmethanol, filtered off with suction
  4. washwashed with methanol
  5. customThere are obtained 5.0 g

Sources & evidence

ORD record
ord-5854121105854a75ac7c5139884db7c4
Source dataset
uspto-grants-1986_08
Patent number
US04608383

Reaction notes

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