(2-Methoxyethyl)(methyl)amine → HCID 67324786, compound

HRID 1854610Notes

Reaction equation

HRID 1854610 reaction equation
N1C=CC(CC2N=C(N)OC=2)=CC=1.Cl[C:15]1[O:16][C:17]([C:20]2[CH:21]=[C:22]([CH:25]=[C:26]([NH:28][C:29]3[CH:34]=[C:33]([CH3:35])[CH:32]=[CH:31][N:30]=3)[CH:27]=2)[C:23]#[N:24])=[CH:18][N:19]=1.[CH3:36][O:37][CH2:38][CH2:39][NH:40][CH3:41]>CC(O)C>[CH3:36][O:37][CH2:38][CH2:39][N:40]([CH3:41])[C:15]1[O:16][C:17]([C:20]2[CH:21]=[C:22]([CH:25]=[C:26]([NH:28][C:29]3[CH:34]=[C:33]([CH3:35])[CH:32]=[CH:31][N:30]=3)[CH:27]=2)[C:23]#[N:24])=[CH:18][N:19]=1

Participants

5

Reactant 3

HCID 300977(2-Methoxyethyl)(methyl)amineHCID 67323553HCID 67323553, compoundHCID 67324232HCID 67324232, compound

Product 1

HCID 67324786HCID 67324786, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Prepared as for 5-[6-(4-methylpyridin-2-ylamino)pyridin-2-yl]-*(pyridin-4-ylmethyl)-oxazol-2-amine above from 3-(2-chloro-oxazol-5-yl)-5-(4-methyl-pyridin-2-ylamino)-benzonitrile and N-(2-methoxyethyl)methylamine in iPrOH. (400 MHz, DMSO-d6) δ 9.38 (s, 1H), 8.18 (d, J=1.7 Hz, 1H), 8.10 (d, J=5.1 Hz, 1H), 7.87 (t, J=1.7 Hz, 1H), 7.49 (t, J=1.4 Hz, 1H), 7.41 (s, 1H), 6.70 (d, J=5.3 Hz, 1H), 6.68 (s, 1H), 3.64-3.60 (m, 2H), 3.60-3.55 (m, 2H), 3.29 (s, 3H), 3.11 (s, 3H), 2.26 (s, 3H) (ESI+) m/z 364 (M+H)+. Retention time=2.55 mins (method 1).

Sources & evidence

ORD record
ord-195b692a9966491c991cb69107008aef
Source dataset
uspto-grants-2015_02
Patent number
US08962665B2

Reaction notes

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