L-Lactic Acid → HCID 68685113, compound

HRID 1441338Notes

Reaction equation

HRID 1441338 reaction equation
[NH2:1][C@@H:2]1[CH2:6][CH2:5][N:4]([C:7]2[CH:12]=[CH:11][C:10]([NH:13][C:14]3[N:19]=[C:18]([C:20]4[N:24]([CH:25]([CH3:27])[CH3:26])[C:23]([CH3:28])=[N:22][CH:21]=4)[C:17]([F:29])=[CH:16][N:15]=3)=[CH:9][CH:8]=2)[CH2:3]1.[C:30](O)(=[O:34])[C@H:31]([CH3:33])[OH:32]>>[F:29][C:17]1[C:18]([C:20]2[N:24]([CH:25]([CH3:26])[CH3:27])[C:23]([CH3:28])=[N:22][CH:21]=2)=[N:19][C:14]([NH:13][C:10]2[CH:9]=[CH:8][C:7]([N:4]3[CH2:5][CH2:6][C@@H:2]([NH:1][C:30](=[O:34])[C@@H:31]([OH:32])[CH3:33])[CH2:3]3)=[CH:12][CH:11]=2)=[N:15][CH:16]=1

Participants

3

Reactant 2

HCID 107689L-Lactic AcidHCID 68687076HCID 68687076, compound

Product 1

HCID 68685113HCID 68685113, compound

Procedure

The title compound was prepared (15 mg, 6%), was prepared using a procedure analogous to Example 154 starting from N-{4-[(3R)-3-aminopyrrolidin-1-yl]phenyl}-5-fluoro-4-(1-isopropyl-2-methyl-1H-imidazol-5-yl)pyrimidin-2-amine (Example 156; 220 mg, 0.556 mmol) and L—lactic acid (61 mg, 0.667 mmol). NMR: 1.20 (d, 3H), 1.36 (d, 6H), 1.89-2.01 (m, 1H), 2.14-2.22 (m, 1H), 2.43 (s, 3H), 3.02-3.10 (m, 1H), 3.14-3.48 (m, 3H), 3.92-4.03 (m, 1H), 4.34-4.46 (m, 1H), 5.35 (d, 2H), 5.41-5.53 (m, 1H), 6.49 (d, 2H), 7.30 (s, 1H), 7.32 (d, 2H), 8.40 (d, 1H), 9.05 (s, 1H); m/z 468.

Workup

  1. customwas prepared

Sources & evidence

ORD record
ord-999f1c4b2309476b810167b7d087f368
Source dataset
uspto-grants-2010_02
Patent number
US07655652B2

Reaction notes

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