4-Bis(2-pyridylmethyl)aminomethyl-2-(4-methoxymethoxyphenyl)benzoxazole → HCID 135744169, compound

HRID 2214006Notes

Reaction equation

HRID 2214006 reaction equation
COC1C=CC(O)=C(C2OC3C=CC=C(CNCC4C=CC=CN=4)C=3N=2)C=1.[N:28]1[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=1[CH2:34][N:35]([CH2:43][C:44]1[C:49]2[N:50]=[C:51]([C:53]3[CH:58]=[CH:57][C:56]([O:59]COC)=[CH:55][CH:54]=3)[O:52][C:48]=2[CH:47]=[CH:46][CH:45]=1)[CH2:36][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][N:38]=1>>[N:38]1[CH:39]=[CH:40][CH:41]=[CH:42][C:37]=1[CH2:36][N:35]([CH2:43][C:44]1[C:49]2[N:50]=[C:51]([C:53]3[CH:54]=[CH:55][C:56]([OH:59])=[CH:57][CH:58]=3)[O:52][C:48]=2[CH:47]=[CH:46][CH:45]=1)[CH2:34][C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][N:28]=1

Participants

3

Reactant 2

HCID 219593124-Bis(2-pyridylmethyl)aminomethyl-2-(4-methoxymethoxyphenyl)benzoxazoleHCID 1357441682-(5-Methoxy-2-hydroxyphenyl)-4-(2-pyridylmethyl)aminomethylbenzoxazole

Product 1

HCID 135744169HCID 135744169, compound

Procedure

4-bis(2-pyridylmethyl)aminomethyl-2-(4-hydroxyphenyl)benzoxazole (F28) was prepared in a similar manner for the preparation of 2-(5-methoxy-2-hydroxyphenyl)-4-(2-pyridylmethyl)aminomethylbenzoxazole (F23) using 4-bis(2-pyridylmethyl)aminomethyl-2-(4-methoxymethoxyphenyl)benzoxazole (F21) (686 mg, 1.47 mmol) instead of 2-(5-methoxy-2-methoxymethoxyphenyl)-4-(2-pyridylmethyl)aminomethylbenzoxazole (F16) in 81% (500 mg); 1H-NMR (500 MHz, CDCl3) δ3.97 (s, 4H), 4.18 (s, 2H), 6.88 (d, 2H, J=9.0 Hz), 7.16 (dd, 2H, J=8.0, 4.5 Hz), 7.24 (t, 1H, J=8.0 Hz), 7.40 (d, 1H, J=8.0 Hz), 7.45 (d, 2H, J=8.0 Hz), 7.69 (t, 2H, J=8.0 Hz), 7.79 (d, 2H, J=8.0 Hz), 8.00 (d, 2H, J=9.0 Hz), 7.24 (d, 2H, J=4.5 Hz).

Sources & evidence

ORD record
ord-ecbb238596994acb9cc866628f6420d1
Source dataset
uspto-grants-2006_09
Patent number
US07105680B1

Reaction notes

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