Acetaldehyde → HCID 57955595, compound

HRID 1880979Notes

Reaction equation

HRID 1880979 reaction equation
[NH:1]1[CH2:4][CH:3]([NH:5][C:6](=[O:37])[C:7]2[CH:12]=[C:11]([O:13][CH3:14])[C:10]([NH:15][C:16]3[N:17]=[CH:18][C:19]4[N:25]([CH3:26])[C:24](=[O:27])[C:23]([F:29])([F:28])[CH2:22][N:21]([CH:30]5[CH2:34][CH2:33][CH2:32][CH2:31]5)[C:20]=4[N:35]=3)=[CH:9][C:8]=2[F:36])[CH2:2]1.[CH:38](=O)[CH3:39]>>[CH:30]1([N:21]2[CH2:22][C:23]([F:28])([F:29])[C:24](=[O:27])[N:25]([CH3:26])[C:19]3[CH:18]=[N:17][C:16]([NH:15][C:10]4[C:11]([O:13][CH3:14])=[CH:12][C:7]([C:6]([NH:5][CH:3]5[CH2:2][N:1]([CH2:38][CH3:39])[CH2:4]5)=[O:37])=[C:8]([F:36])[CH:9]=4)=[N:35][C:20]2=3)[CH2:34][CH2:33][CH2:32][CH2:31]1

Participants

3

Reactant 2

HCID 177AcetaldehydeHCID 57955666HCID 57955666, compound

Product 1

HCID 57955595HCID 57955595, compound

Procedure

The title compound was synthesized by following the Reductive Amination Procedure using N-(azetidin-3-yl)-4-(9-cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-2-fluoro-5-methoxybenzamide and acetaldehyde. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.87 (t, J=7.20 Hz, 3 H) 1.61 (br. s., 6 H) 1.96 (br. s., 2 H) 2.40 (q, 2 H) 2.88 (t, J=6.32 Hz, 2 H) 3.52 (t, J=5.81 Hz, 2 H) 3.91 (s, 3 H) 4.08 (t, J=13.77 Hz, 2 H) 4.33-4.48 (m, 1 H) 4.71-4.89 (m, 1 H) 7.20 (d, J=4.04 Hz, 1 H) 8.05 (s, 1 H) 8.26 (d, J=13.39 Hz, 1 H) 8.31 (d, J=3.28 Hz, 1 H) 8.43 (d, J=7.07 Hz, 1 H). [M+H] calculated for C26H32F3N7O3, 548; found 548.

Sources & evidence

ORD record
ord-4a19b1bf90064c069db6d424fd61fd6a
Source dataset
uspto-grants-2012_11
Patent number
US08318727B2

Reaction notes

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