4-Methylmorpholine → HCID 15957084, compound

HRID 2377115Notes

Reaction equation

HRID 2377115 reaction equation
[F:1][C:2]1[CH:30]=[CH:29][C:5]([CH2:6][N:7]2[C:11]3=[CH:12][N:13]=[C:14]([C:16]([OH:18])=O)[CH:15]=[C:10]3[C:9]([CH2:19][O:20][C@@H:21]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH3:22])=[CH:8]2)=[CH:4][CH:3]=1.ClC1N=C(OC)N=C(OC)N=1.CN1CCOCC1.Cl.[CH3:50][NH:51][OH:52]>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[C:11]3=[CH:12][N:13]=[C:14]([C:16]([N:51]([OH:52])[CH3:50])=[O:18])[CH:15]=[C:10]3[C:9]([CH2:19][O:20][C@@H:21]([C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=3)[CH3:22])=[CH:8]2)=[CH:29][CH:30]=1

Participants

5

Reactant 4

HCID 79724-MethylmorpholineHCID 184502-Chloro-4,6-dimethoxy-1,3,5-triazineHCID 77906N-methylhydroxylamine hydrochlorideHCID 59855843HCID 59855843, compound

Product 1

HCID 15957084HCID 15957084, compound

Procedure

The title compound was prepared as in example 116, step 3, using 1-(4-fluorobenzyl)-3-{[(1R)-1-phenylethoxy]methyl}-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid, 2-chloro-4,6-dimethoxy-1,3,5-triazine, N-methyl morpholine, and N-methyl hydroxylamine hydrochloride. 1H NMR (400 MHz, DMSO-D6) δ ppm 1.35 (d, J=6.32 Hz, 3H) 3.33 (s, 3H) 4.50 (s, 2H) 4.55 (q, J=6.57 Hz, 1H) 5.53 (s, 2H) 7.16 (t, J=8.84 Hz, 2H) 7.29 (td, J=5.49, 3.16 Hz, 1H) 7.34-7.39 (m, 6H) 7.82 (s, 1H) 7.98 (s, 1H) 8.89 (s, 1H)

Sources & evidence

ORD record
ord-cf4e07158423490492364b9b296afc8c
Source dataset
uspto-grants-2008_12
Patent number
US07468375B2

Reaction notes

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