HCID 10584225, compound → HCID 10727509, compound

HRID 1737298Notes

Reaction equation

HRID 1737298 reaction equation
[O:1]1[CH2:6][CH2:5][C:4]2([N:12]=[CH:11][C:10]3[CH:13]=[CH:14][CH:15]=[CH:16][C:9]=3[CH2:8][CH2:7]2)[CH2:3][CH2:2]1.O1CCC2(CC3C(=CC=CC=3)C=N2)CC1>>[O:1]1[CH2:6][CH2:5][C:4]2([NH:12][CH2:11][C:10]3[CH:13]=[CH:14][CH:15]=[CH:16][C:9]=3[CH2:8][CH2:7]2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 10584225HCID 10584225, compoundHCID 10632465HCID 10632465, compound

Product 1

HCID 10727509HCID 10727509, compound

Procedure

Imine 22 (0.430 g, 2.00 mmol) from the previous reaction is reduced according to general procedure D. The product is isolated after an acid/base work-up as described above for the reduction of 21. The resulting white crystals, mp 76-78° C., weigh 0.427 g (98%). 1H NMR(CDCl3) 7.20-7.05(m,4), 3.89(s,2), 3.88-3.75(m,2), 3.70-3.60(m,2), 2.90-2.80(m,2), 1.80-1.55(m,6), 1.23(br s,1); 13C NMR(CDCl3) 142.69, 141.94, 129.21, 127.88, 126.85, 126.00, 63.35, 52.14, 46.70, 40.44, 36.92, 29.34; MS (MW=217.3, CI/CH4, eE=120eV) m/z 218[(M+H)+, base peak], 216, 201, 183, 157, 118, 91.

Workup

  1. customThe product is isolated after an acid/base work-up

Sources & evidence

ORD record
ord-bd2c1ace2a07480c9a2db14d628abbdd
Source dataset
uspto-grants-1999_10
Patent number
US05962469

Reaction notes

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