(1R)-3-chloro-1-phenylpropan-1-ol → HCID 57985886, compound

HRID 1869212Notes

Reaction equation

HRID 1869212 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]2[CH:9]=[CH:10][NH:11][C:4]=12.[Cl:12][CH2:13][CH2:14][C@H:15]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)O>C(Cl)(Cl)Cl>[Cl:12][CH2:13][CH2:14][C@H:15]([N:11]1[C:4]2[C:5](=[N:6][CH:7]=[CH:8][C:3]=2[O:2][CH3:1])[CH:9]=[CH:10]1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 642409(1R)-3-chloro-1-phenylpropan-1-olHCID 450796057-Methoxy-1H-pyrrolo[3,2-b]pyridine

Product 1

HCID 57985886HCID 57985886, compoundYield 33%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

1-(3-Chloro-1-(S)-phenyl-propyl)-7-methoxy-1H-pyrrolo[3,2-b]pyridine 79 was prepared from 7-methoxy-1H-pyrrolo[3,2-b]pyridine and 3-chloro-1-(R)-phenyl-propan-1-ol following the procedure of steps 1 and 2 of Example 11 (33% yield, 170 mg, [αD=−149° (CHCl3, c=1)])

Sources & evidence

ORD record
ord-fe912dc5797d43ed8d92929d9bfbac92
Source dataset
uspto-grants-2009_12
Patent number
US07638517B2

Reaction notes

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