Formaldehyde → HCID 118086275, compound

HRID 1051672Notes

Reaction equation

HRID 1051672 reaction equation
[F:1][C:2]1[CH:36]=[CH:35][C:5]([O:6][C:7]2[C:16]([C:17]3[CH:18]=[N:19][N:20]([CH:22]4[CH2:27][CH2:26][NH:25][CH2:24][CH:23]4[O:28][CH3:29])[CH:21]=3)=[CH:15][CH:14]=[C:13]3[C:8]=2[CH2:9][CH2:10][C@H:11]([CH3:34])[N:12]3[C:30]([O:32][CH3:33])=[O:31])=[CH:4][CH:3]=1.[CH2:37]=O>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][C:7]2[C:16]([C:17]3[CH:18]=[N:19][N:20]([CH:22]4[CH2:27][CH2:26][N:25]([CH3:37])[CH2:24][CH:23]4[O:28][CH3:29])[CH:21]=3)=[CH:15][CH:14]=[C:13]3[C:8]=2[CH2:9][CH2:10][C@H:11]([CH3:34])[N:12]3[C:30]([O:32][CH3:33])=[O:31])=[CH:35][CH:36]=1

Participants

3

Reactant 2

HCID 712FormaldehydeHCID 118076324HCID 118076324, compound

Product 1

HCID 118086275HCID 118086275, compound

Procedure

(2S)-Methyl 5-(4-fluorophenoxy)-6-(1-(3-methoxy-1-methylpiperidin-4-yl)-1H-pyrazol-4-yl)-2-methyl-3,4-dihydroquinoline-1(2H)-carboxylate was synthesized from (2S)-methyl 5-(4-fluorophenoxy)-6-(1-(3-methoxypiperidin-4-yl)-1H-pyrazol-4-yl)-2-methyl-3,4-dihydroquinoline-1(2H)-carboxylate and formaldehyde according to the procedure outlined above for Example 40. 1H NMR (400 MHz, CD3OD) δ ppm 1.16 (d, J=6.80 Hz, 3H), 1.50-1.65 (m, 1H), 1.98-2.11 (m, 1H), 2.15-2.22 (m, 1H), 2.40-2.70 (m, 3H), 2.78-3.01 (m, 5H), 3.02-3.18 (m, 1H), 3.42-3.85 (m, 8H), 4.15-4.25 (m, 1H), 4.55-4.72 (m, 1H), 6.72-6.80 (m, 2H), 6.90-7.01 (m, 2H), 7.50-7.62 (m, 2H), 7.80-8.10 (m, 2H). MS (ESI, pos. ion) m/z 509 [M+H]+.

Sources & evidence

ORD record
ord-bc9a393f5aea41ef9e6622a82d6f66a1
Source dataset
uspto-grants-2016_07
Patent number
US09388161B2

Reaction notes

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