Methanol → [4-(2-Cyclopropyl-4,4-dimethyl 1,2,3,4-tetrahydro-isoquinoline-6-yl-ethynyl)-2-fluoro-phenyl]-acetic Acid

HRID 427795Notes

Reaction equation

HRID 427795 reaction equation
C([O:3][C:4](=[O:30])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]#[C:13][C:14]2[CH:15]=[C:16]3[C:21](=[CH:22][CH:23]=2)[CH2:20][N:19]([CH:24]2[CH2:26][CH2:25]2)[CH2:18][C:17]3([CH3:28])[CH3:27])=[CH:8][C:7]=1[F:29])C.CO.O1CCCC1.O.[OH-].[Li+]>O>[CH:24]1([N:19]2[CH2:18][C:17]([CH3:28])([CH3:27])[C:16]3[C:21](=[CH:22][CH:23]=[C:14]([C:13]#[C:12][C:9]4[CH:10]=[CH:11][C:6]([CH2:5][C:4]([OH:30])=[O:3])=[C:7]([F:29])[CH:8]=4)[CH:15]=3)[CH2:20]2)[CH2:26][CH2:25]1

Participants

6

Reactant 4

HCID 887MethanolHCID 8028TetrahydrofuranHCID 168937Lithium hydroxide, monohydrateHCID 69548286[4-(2-Cyclopropyl-4,4-dimethyl-1,2,3,4-tetrahydro-isoquinolin-6-ylethynyl)-2-fluoro-phenyl]-acetic acid ethyl ester2×

Product 1

HCID 10134200[4-(2-Cyclopropyl-4,4-dimethyl 1,2,3,4-tetrahydro-isoquinoline-6-yl-ethynyl)-2-fluoro-phenyl]-acetic Acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Following general procedure J and using [4-(2-cyclopropyl-4,4-dimethyl-1,2,3,4-tetrahydro-isoquinolin-6-ylethynyl)-2-fluoro-phenyl]-acetic acid ethyl ester (Compound 21, 0.055 g, 0.135 mmol), methanol (2 mL), tetrahydrofuran (4 mL), water (1 mL) and lithium hydroxide monohydrate 0.117 g, 2.97 mmol) the title compound was obtained as a pale yellow solid foam (0.040 g, 78%).

Sources & evidence

ORD record
ord-c2c19e56b44c4c14bb18d89a5d09757a
Source dataset
uspto-grants-2001_11
Patent number
US06313107B1

Reaction notes

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