Prolinol, (R)- → HCID 178470258, compound

HRID 869636Notes

Reaction equation

HRID 869636 reaction equation
[OH:1][C:2]1[C:3]([C:10]([O:12][CH2:13][CH3:14])=[O:11])=[N:4][CH:5]=[C:6]([O:8][CH3:9])[CH:7]=1.[F:15][C:16]([F:33])([F:32])[C@H:17]1[CH2:22][CH2:21][C@H:20]([C:23]([N:25]2[CH2:29][CH2:28][CH2:27][C@@H:26]2[CH2:30]O)=[O:24])[CH2:19][CH2:18]1.N1CCC[C@@H]1CO>>[CH3:9][O:8][C:6]1[CH:7]=[C:2]([O:1][CH2:30][C@H:26]2[CH2:27][CH2:28][CH2:29][N:25]2[C:23]([C@H:20]2[CH2:21][CH2:22][C@H:17]([C:16]([F:32])([F:15])[F:33])[CH2:18][CH2:19]2)=[O:24])[C:3]([C:10]([O:12][CH2:13][CH3:14])=[O:11])=[N:4][CH:5]=1

Participants

4

Reactant 3

HCID 2724541Prolinol, (R)-HCID 66962131Ethyl 3-hydroxy-5-methoxypicolinateHCID 178520946HCID 178520946, compound

Product 1

HCID 178470258HCID 178470258, compound

Procedure

The title compound was prepared according to the procedure described in Step 1 of EXAMPLE 29 using ethyl 3-hydroxy-5-methoxypicolinate (EXAMPLE 31 Step 2) and [(2R)-1-{[trans-4-(trifluoromethyl)cyclohexyl]carbonyl}pyrrolidin-2-yl]methanol (EXAMPLE 31 Step 1) instead of 5-chloropyridin-3-ol and (R)-pyrrolidin-2-ylmethanol.

Sources & evidence

ORD record
ord-d1f1d82c8fb646b5a048c50ba518e198
Source dataset
uspto-grants-2015_03
Patent number
US08969383B2

Reaction notes

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