6-Chloropyridazin-3-ol → HCID 58109474, compound

HRID 2045999Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@:8]2([CH2:32][CH2:33][CH2:34][OH:35])[O:13][C:12](=[O:14])[N:11]([C@H:15]([C:17]3[CH:22]=[CH:21][C:20](B4OC(C)(C)C(C)(C)O4)=[CH:19][CH:18]=3)[CH3:16])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.Cl[C:37]1[CH:38]=[CH:39][C:40](=[O:43])[NH:41][N:42]=1>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@:8]2([CH2:32][CH2:33][CH2:34][OH:35])[O:13][C:12](=[O:14])[N:11]([C@H:15]([C:17]3[CH:22]=[CH:21][C:20]([C:37]4[CH:38]=[CH:39][C:40](=[O:43])[NH:41][N:42]=4)=[CH:19][CH:18]=3)[CH3:16])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 2528286-Chloropyridazin-3-ol

HCID 58109220(R)-6-(4-fluorophenyl)-6-(3-hydroxypropyl)-3-((S)-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)-1,3-oxazinan-2-one

Product 1

HCID 58109474HCID 58109474, compound

Procedure

The title compound was prepared from (R)-6-(4-fluorophenyl)-6-(3-hydroxypropyl)-3-((S)-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)-1,3-oxazinan-2-one and 6-chloropyridazin-3(2H)-one following a procedures analogous to that described in Example 1 Step 3. LC-MS Method 2 tR=1.231, m/z=490; 1H NMR (CD3OD) 1.33 (m, 1H), 1.56 (d, 3H), 1.61 (m, 1H), 1.98 (m, 2H), 2.21 (m, 1H), 2.31 (m, 1H), 2.43 (m, 2H), 3.13 (m, 1H), 3.48 (m, 2H), 5.53 (m, 1H), 6.69 (d, 1H), 7.07-7.13 (m, 4H), 7.32 (m, 2H), 7.63 (m, 3H).

Sources & evidence

ORD record: ord-406f5d755e194a5cbc841077b4839aaf
Source dataset: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08592410B2

Reaction notes

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