2-Hydroxybenzonitrile → HCID 86603579, compound

HRID 229753Notes

Reaction equation

HRID 229753 reaction equation
C(C1C=C(C=CC=1)OCC1C=CC=CC=1C1SC(NC(=O)[C@@H](NC(=O)[C@@H](O)C(C)(C)C)CCC)=NC=1)#N.[C:38]([C:40]1C=C[CH:72]=[CH:71][C:41]=1[O:42][CH2:43][C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][C:45]=1[C:50]1[S:54][C:53]([NH:55][C:56](=[O:70])[C@@H:57]([NH:61][C:62](=[O:69])[C@@H:63]([OH:68])[C:64]([CH3:67])([CH3:66])[CH3:65])[CH2:58][CH2:59][CH3:60])=[N:52][CH:51]=1)#[N:39].C(C1C=C(O)C=CC=1)#N.C(C1C=CC=CC=1O)#N>>[OH:68][C@@H:63]([C:64]([CH3:67])([CH3:65])[CH3:66])[C:62]([NH:61][C@@H:57]([CH2:58][CH2:59][CH3:60])[C:56]([NH:55][C:53]1[S:54][C:50]([C:45]2[CH:46]=[CH:47][CH:48]=[CH:49][C:44]=2[CH2:43][O:42][C:41]2[CH:40]=[CH:38][N:39]=[CH:72][CH:71]=2)=[CH:51][N:52]=1)=[O:70])=[O:69]

Participants

5

Reactant 4

HCID 119072-HydroxybenzonitrileHCID 133943-CyanophenolHCID 86603580HCID 86603580, compoundHCID 86603581HCID 86603581, compound

Product 1

HCID 86603579HCID 86603579, compound

Procedure

Compounds No. 61 ((2S)-N-(5-{2-[(3-cyano-phenoxy)methyl]phenyl}-1,3-thiazol-2-yl)-2-{[(2S)-2-hydroxy-3,3-dimethylbutanoyl]amino}pentanamide) and No. 69 ((2S)—N-(5-{2-[(2-cyanophenoxy)methyl]phenyl}-1,3-thiazol-2-yl)-2-{[(2S)-2-hydroxy-3,3-dimethyl-butanoyl]amino}pentanamide) may be prepared according to the method described in Example 7, replacing 4-hydroxypyridine with 3-cyanophenol or 2-cyanophenol, respectively.

Sources & evidence

ORD record
ord-0750c0361d1c4b36b1098db19b00f0b5
Source dataset
uspto-grants-2009_07
Patent number
US07563903B2

Reaction notes

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