HCID 86673582, compound → HCID 67235595, compound

HRID 1023550Notes

Reaction equation

HRID 1023550 reaction equation
CC(N([C@H](C)C(NC1C=NC(OC2C=CC=C(C(C)C)C=2)=CC=1)=O)C(=O)[O-])(C)C.CC([N:34]([C@H:38]([CH3:58])[C:39]([NH:41][C:42]1[CH:43]=[N:44][C:45]([O:48][C:49]2[CH:54]=[CH:53][CH:52]=[C:51]([O:55][CH3:56])[C:50]=2[CH3:57])=[CH:46][CH:47]=1)=[O:40])C(=O)[O-])(C)C>>[CH3:57][C:50]1[C:51]([O:55][CH3:56])=[CH:52][CH:53]=[CH:54][C:49]=1[O:48][C:45]1[N:44]=[CH:43][C:42]([NH:41][C:39](=[O:40])[C@@H:38]([CH3:58])[NH2:34])=[CH:47][CH:46]=1

Participants

3

Reactant 2

HCID 86673582HCID 86673582, compoundHCID 86673591HCID 86673591, compound2×

Product 1

HCID 67235595HCID 67235595, compoundYield 117.2%

Procedure

The title compound (268 mg) was made in a similar fashion to the preparation of Intermediate 26 replacing 1,1-dimethylethyl{(1R)-1-methyl-2-[(6-{[3-(1-methylethyl)phenyl]oxy}-3-pyridinyl)amino]-2-oxoethyl}carbamate with 1,1-dimethylethyl{(1R)-1-methyl-2-[(6-{[2-methyl-3-(methyloxy)phenyl]oxy}-3-pyridinyl)amino]-2-oxoethyl}carbamate (Intermediate 62, 304 mg). Instead of being stirred at 0° C. for 3 hours, the reaction was stirred at 0° C. for 1 hour and at room temperature for 2 hours.

Sources & evidence

ORD record
ord-090a66660c3248b1bd29273e771da175
Source dataset
uspto-grants-2014_05
Patent number
US08722695B2

Reaction notes

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