2-Hydroxyisobutyric acid → HCID 59239572, compound

HRID 1697936Notes

Reaction equation

HRID 1697936 reaction equation
[CH:1]1([NH:5][C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]3[N:16]=[C:17]([N:25]4[CH2:30][CH2:29][O:28][CH2:27][C@@H:26]4[CH3:31])[C:18]4[CH2:24][NH:23][CH2:22][CH2:21][C:19]=4[N:20]=3)=[CH:11][CH:10]=2)=[O:7])[CH2:4][CH2:3][CH2:2]1.C[C@@H]1NCCOC1.[OH:39][C:40]([CH3:45])([CH3:44])[C:41](O)=[O:42]>>[CH:1]1([NH:5][C:6]([NH:8][C:9]2[CH:10]=[CH:11][C:12]([C:15]3[N:16]=[C:17]([N:25]4[CH2:30][CH2:29][O:28][CH2:27][C@@H:26]4[CH3:31])[C:18]4[CH2:24][N:23]([C:41](=[O:42])[C:40]([OH:39])([CH3:45])[CH3:44])[CH2:22][CH2:21][C:19]=4[N:20]=3)=[CH:13][CH:14]=2)=[O:7])[CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 116712-Hydroxyisobutyric acidHCID 12012220(3S)-3-methylmorpholineHCID 59239054HCID 59239054, compound

Product 1

HCID 59239572HCID 59239572, compound

Procedure

Compound hq was prepared generally following the procedures described in Examples 1, 27 and 30 and 147 except that (S)-1-cyclobutyl-3-(4-(4-(3-methylmorpholino)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-yl)phenyl)urea was used instead of tert-butyl 2,4-dichloro-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate and 3S-3-methylmorpholine was used instead of morpholine in step 1 of Example 1. Additionally, 2-hydroxyisobutyric acid was used instead of oxazole-5-carboxylic acid in Example 147: LC/MS-m/z+509 (M+H)+.

Workup

  1. customCompound hq was prepared generally

Sources & evidence

ORD record
ord-dabf97e0bc664cdfbc1c2348d73c3124
Source dataset
uspto-grants-2012_04
Patent number
US08163763B2

Reaction notes

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