Acetonitrile → HCID 178442403, compound

HRID 1046409Notes

Reaction equation

HRID 1046409 reaction equation
C[O:2][C:3]([C:5]1[S:6][C:7]([C:32]#[C:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[CH:8][C:9]=1[N:10]([C@H:20]1[CH2:23][C@H:22]([O:24][CH2:25]C2C=CC=CC=2)[CH2:21]1)[C:11]([C@H:13]1[CH2:18][CH2:17][C@H:16]([CH3:19])[CH2:15][CH2:14]1)=[O:12])=[O:4].ClC1[N:44]=[CH:43][CH:42]=[CH:41][N:40]=1.C(#N)C.FC(F)(F)C(O)=O>O>[CH3:36][C:34]([CH3:35])([CH3:37])[C:33]#[C:32][C:7]1[S:6][C:5]([C:3]([OH:2])=[O:4])=[C:9]([N:10]([C:11]([C@H:13]2[CH2:14][CH2:15][C@H:16]([CH3:19])[CH2:17][CH2:18]2)=[O:12])[C@H:20]2[CH2:21][C@H:22]([O:24][C:25]3[N:44]=[CH:43][CH:42]=[CH:41][N:40]=3)[CH2:23]2)[CH:8]=1

Participants

6

Reactant 4

HCID 6342AcetonitrileHCID 6422Trifluoroacetic acidHCID 744042-ChloropyrimidineHCID 178499349HCID 178499349, compound

Product 1

HCID 178442403HCID 178442403, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The title compound was synthesized in a manner analogous to Example 20, using 3-[(trans-3-benzyloxy-cyclobutyl)-(trans-4-methyl-cyclohexanecarbonyl)-amino]-5-(3,3-dimethyl-but-1-ynyl)-thiophene-2-carboxylic acid methyl ester in place of 3-[(cis-3-benzyloxy-cyclobutyl)-(trans-4-methyl-cyclohexanecarbonyl)-amino]-5-(3,3-dimethyl-but-1-ynyl)-thiophene-2-carboxylic acid methyl ester and 2-chloro-pyrimidine in place of 3-fluoro-pyridine: MS (m/z): 493.8 [M−H]−; HPLC retention time: 3.53 min (2-98% acetonitrile:water with 0.05% trifluoroacetic acid).

Sources & evidence

ORD record
ord-e1691a55fc9a4971b844a5dcff001eca
Source dataset
uspto-grants-2013_10
Patent number
US08569302B2

Reaction notes

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