Water → HCID 86712714, compound

HRID 1779072Notes

Reaction equation

HRID 1779072 reaction equation
C[O:2][C:3](=[O:47])[CH2:4][C:5]1[CH:42]=[C:41]([C:43]([F:46])([F:45])[F:44])[CH:40]=[CH:39][C:6]=1[CH2:7][CH2:8][C:9]1[C:14]([C:15]([F:18])([F:17])[F:16])=[CH:13][N:12]=[C:11]([NH:19][C:20]2[CH:25]=[CH:24][C:23]([CH:26]3[CH2:31][CH2:30][N:29]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:28][CH2:27]3)=[CH:22][CH:21]=2)[N:10]=1.O[Li].O.O.C1COCC1>CO>[C:35]([O:34][C:32]([N:29]1[CH2:28][CH2:27][CH:26]([C:23]2[CH:22]=[CH:21][C:20]([NH:19][C:11]3[N:10]=[C:9]([CH2:8][CH2:7][C:6]4[CH:39]=[CH:40][C:41]([C:43]([F:44])([F:46])[F:45])=[CH:42][C:5]=4[CH2:4][C:3]([OH:47])=[O:2])[C:14]([C:15]([F:16])([F:18])[F:17])=[CH:13][N:12]=3)=[CH:25][CH:24]=2)[CH2:31][CH2:30]1)=[O:33])([CH3:38])([CH3:36])[CH3:37]

Participants

6

Reactant 4

HCID 962WaterHCID 8028TetrahydrofuranHCID 168937Lithium hydroxide, monohydrateHCID 86712713HCID 86712713, compound

Product 1

HCID 86712714HCID 86712714, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

tert-Butyl 4-(4-((4-(2-(2-methoxy-2-oxoethyl)-4-(trifluoromethyl)phenethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate (A107) (0.157 g, 0.236 mmol) and LiOH.H2O (0.080 g, 0.711 mmol) were suspended in MeOH (2 mL), water (2 mL) and THF (2 mL) and the resulting mixture stirred for 16 hours at room temperature. The volatiles were evaporated under reduced pressure to give the title compound A108; LCMS-A: rt 6.828 min; m/z 653.3 [M+H]+.

Workup

  1. customThe volatiles were evaporated under reduced pressure

Sources & evidence

ORD record
ord-6bd9e5001f9244bb8a5c8b09436afafa
Source dataset
uspto-grants-2016_02
Patent number
US09266864B2

Reaction notes

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