HCID 68283738, compound → HCID 71009555, compound

HRID 1527605Notes

Reaction equation

HRID 1527605 reaction equation
C(O[C:6]([N:8]1[C@H:13]([C:14](=[O:25])[NH:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[C:18]=2[F:24])[CH2:12][C@:11]2([CH2:26][OH:27])[C@H:9]1[CH2:10]2)=[O:7])(C)(C)C.[C:28]([C:31]1[N:32]=[C:33]([CH2:40]C(O)=O)[N:34]2[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=12)(=[O:30])[CH3:29]>C(Cl)Cl.CO>[Cl:23][C:19]1[C:18]([F:24])=[C:17]([CH:22]=[CH:21][CH:20]=1)[CH2:16][NH:15][C:14]([C@@H:13]1[CH2:12][C@:11]2([CH2:26][OH:27])[C@@H:9]([CH2:10]2)[N:8]1[C:6](=[O:7])[CH2:40][C:33]1[N:34]2[CH:39]=[CH:38][CH:37]=[CH:36][C:35]2=[C:31]([C:28](=[O:30])[CH3:29])[N:32]=1)=[O:25]

Participants

4

Reactant 2

HCID 68283738HCID 68283738, compoundHCID 68284254HCID 68284254, compound

Product 1

HCID 71009555HCID 71009555, compound

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

was prepared using the protocols described for the preparation of Example 758 from (1R,3S,5S)-3-(3-chloro-2-fluoro-benzylcarbamoyl)-5-hydroxymethyl-2-aza-bicyclo[3.1.0]-hexane-2-carboxylic acid tert-butyl ester (prepared as described in Scheme B28) and (1-acetyl-imidazo[1,5-a]pyridin-3-yl)-acetic acid (prepared as described in Scheme A19). Rf, TLC (CH2Cl2/MeOH 9:1)=0.40; MS (UPLC/MS): 499.4/501.4 [M+H]+, 521.4/523.4 [M+Na]+, 543.5/545.5 [M+HCOO]−; tR (HPLC conditions f): 1.66 min.

Workup

  1. customwas prepared
  2. custom1.66 min.

Sources & evidence

ORD record
ord-039b5a39bdae40db89f5bd1aa123181f
Source dataset
uspto-grants-2015_07
Patent number
US09085555B2

Reaction notes

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