HCID 59867958, compound → HCID 86625716, compound

HRID 1662745Notes

Reaction equation

HRID 1662745 reaction equation
Cl[C:2]1([C:13]2[CH:14]=[C:15]([CH:18]=[CH:19][C:20]=2[O:21][CH3:22])[CH:16]=[O:17])[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([Cl:11])[CH:9]=2)[NH:4][C:3]1=[O:12].FC(F)(F)C(O)=O.[OH:30][C@H:31]1[CH2:35][NH:34][C@H:33]([C:36]([N:38]([CH3:40])[CH3:39])=[O:37])[CH2:32]1.ClC1C=C2C(=CC=1)N(S(C1C=CC(OC)=CC=1OC(F)(F)F)(=O)=O)C(=O)C2(N1C[C@H](OCC(O)CO)C[C@H]1C(N(C)C)=O)C1C=C(C)C=CC=1OC>>[Cl:11][C:8]1[CH:9]=[C:10]2[C:5](=[CH:6][CH:7]=1)[NH:4][C:3](=[O:12])[C:2]2([N:34]1[CH2:35][C@H:31]([OH:30])[CH2:32][C@H:33]1[C:36]([N:38]([CH3:40])[CH3:39])=[O:37])[C:13]1[CH:14]=[C:15]([CH:16]=[O:17])[CH:18]=[CH:19][C:20]=1[O:21][CH3:22]

Participants

4

Reactant 3

HCID 59867958HCID 59867958, compoundHCID 67429482(4R)-4-hydroxy-N,N-dimethyl-L-prolinamide trifluoroacetateHCID 866257173-(3,5-dichloro-2-oxo-2,3-dihydro-1H-indol-3-yl)-4-methoxy benzaldehyde

Product 1

HCID 86625716HCID 86625716, compound

Procedure

With 26.3 g of the compound obtained in Step 198-1 and (4R)-4-hydroxy-N,N-dimethyl-L-prolinamide trifluoroacetate (35.1 mmol) as starting materials, 12.5 g of a diastereoisomer mixture of the title compound (colorless amorphous) was obtained by a similar method to Step 4-2.

Sources & evidence

ORD record
ord-00ac955e659748638112eb533efb2ac7
Source dataset
uspto-grants-2011_10
Patent number
US08030499B2

Reaction notes

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