HCID 178501051, compound → HCID 178520930, compound

HRID 2373871Notes

Reaction equation

HRID 2373871 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([C:15]2[N:16]=[C:17]([C@H:25]3[CH2:30][CH2:29][C@H:28]([CH2:31][OH:32])[CH2:27][CH2:26]3)[N:18]3[CH:23]=[CH:22][N:21]=[C:20]([Cl:24])[C:19]=23)[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.COC([C@H]1CC[C@@H](C2N3C=CN=C(Cl)C3=C(C3C=CC=C(OCC4C=CC=CC=4)C=3)N=2)CC1)=O>>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([C:15]2[N:16]=[C:17]([C@@H:25]3[CH2:30][CH2:29][C@H:28]([CH2:31][OH:32])[CH2:27][CH2:26]3)[N:18]3[CH:23]=[CH:22][N:21]=[C:20]([Cl:24])[C:19]=23)[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 178501051HCID 178501051, compoundHCID 178520931HCID 178520931, compound

Product 1

HCID 178520930HCID 178520930, compound

Procedure

cis-{4-[1-(3-Benzyloxy-phenyl)-8-chloro-imidazo[1,5-a]pyrazin-3-yl]-cyclohexyl}-methanol (compound of Formula II-B where Z=cyclohexyl and Q1=Ph-(3-OBn)) was prepared as described for the synthesis of trans-{4-[1-(3-benzyloxy-phenyl)-8-chloro-imidazo[1,5-a]pyrazin-3-yl]-cyclohexyl}-methanol (compound of Formula II-B where Z=trans-1,4-cyclohexyl and Q1=Ph-(3-OBn)) except for the substitution of trans-4-[1-(3-benzyloxyphenyl)-8-chloro-imidazo[1,5-a]pyrazin-3-yl]cyclohexane carboxylic acid methyl ester with cis-4-[1-(3-benzyloxyphenyl)-8-chloro-imidazo[1,5-a]pyrazin-3-yl]cyclohexane carboxylic acid methyl ester; MS (ES) 448.2 (M+1), 450.2 (M+3).

Sources & evidence

ORD record
ord-3a6ae01934734218b729c612fe0a48c8
Source dataset
uspto-grants-2008_12
Patent number
US07459554B2

Reaction notes

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