4-[2-(Dimethylamino)ethoxy]aniline → HCID 25253369, compound

HRID 1880842Notes

Reaction equation

HRID 1880842 reaction equation
[CH:1]1([N:6]2[CH2:12][C:11]([F:14])([F:13])[C:10](=[O:15])[N:9]([CH3:16])[C:8]3[CH:17]=[N:18][C:19]([NH:21]C4C=CC(C(O)=O)=CC=4OC)=[N:20][C:7]2=3)[CH2:5][CH2:4][CH2:3][CH2:2]1.ClC1N=CC2N(C)C(=O)C(F)(F)CN(C3CCCC3)C=2N=1.[CH3:54][N:55]([CH3:66])[CH2:56][CH2:57][O:58][C:59]1[CH:65]=[CH:64][C:62](N)=[CH:61][CH:60]=1>>[CH:1]1([N:6]2[CH2:12][C:11]([F:13])([F:14])[C:10](=[O:15])[N:9]([CH3:16])[C:8]3[CH:17]=[N:18][C:19]([NH:21][C:62]4[CH:64]=[CH:65][C:59]([O:58][CH2:57][CH2:56][N:55]([CH3:66])[CH3:54])=[CH:60][CH:61]=4)=[N:20][C:7]2=3)[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

4

Reactant 3

HCID 64846554-[2-(Dimethylamino)ethoxy]anilineHCID 252529054-(9-Cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[5,4-b][1,4]diazepin-2-ylamino)-3-methoxybenzoic acidHCID 579555742-Chloro-9-cyclopentyl-7,7-difluoro-5-methyl-8,9-dihydro-5H-pyrimido[4,5-B][1,4]diazepin-6(7H)-one

Product 1

HCID 25253369HCID 25253369, compound

Procedure

The title compound was synthesized using an analogous procedure to that described in connection with 4-(9-Cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[5,4-b][1,4]diazepin-2-ylamino)-3-methoxybenzoic acid from 2-Chloro-9-cyclopentyl-7,7-difluoro-5-methyl-8,9-dihydro-5H-pyrimido[5,4-b][1,4]diazepin-6(7H)-one and 4-(2-(dimethylamino)ethoxy)aniline. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.44-1.79 (m, 6 H) 1.93 (br. s, 2 H) 2.20 (s, 6 H) 2.59 (t, J=5.81 Hz, 2 H) 3.32 (s, Hz, 3 H) 3.88-4.10 (m, 4 H) 4.68 (t, J=8.34 Hz, 1 H) 6.85 (d, J=8.84 Hz, 2 H) 7.55 (d, J=9.09 Hz, 2 H) 8.18 (s, 1 H) 9.20 (s, 1 H). [M+H] calc'd for C23H30F2N6O2, 461; found 461.

Sources & evidence

ORD record
ord-32cf619c76ef489a9119f97e6320f31e
Source dataset
uspto-grants-2012_11
Patent number
US08318727B2

Reaction notes

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